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CC(=O)NC(=O)CClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-acetyl-2-chloroacetamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 17368-73-9 |
| Database ID | 2366697 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-acetyl-2-chloroacetamide (CAS 17368-73-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 2366697
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-68ec0ff04e644254bc0da431c3701674Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4.0 g. (0.1 mole) of sodium hydroxide in 50 ml. of water, cooled in ice and having nitrogen bubbled therethrough, was added 9.5 g. (0.1 mole) of thiopropionic acid. The reaction mixture was stirred for 5 minutes, after which there was added 13.7 g. of N-acetyl-chloroacetamide in 50 ml. of water. The reaction mixture was heated on a steam bath for 10 minutes, then cooled, filtered, and air dried. The product was washed with ether/hexane (3:1) three times with 150 ml. each washing, and then air dried. The product was recrystallized from water to yield 8.0 g. of white crystals. bubbled was added 9.5 g after which there was added 13.7 g The reaction mixture was heated on a steam bath for 10 minutes cooled filtered air dried The product was washed with ether/hexane (3:1) three times with 150 ml each washing, and then air dried The product was recrystallized from water to yield 8.0 g
Source ID: ord-f236a1bdb66f41a9b1ed1ca4c314168fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4.0 g. (0.1 mole) of sodium hydroxide in 50 ml. of water, cooled in ice and having nitrogen bubbled therethrough, was added 9.5 g. (0.1 mole) of thiopropionic acid. The reaction mixture was stirred for 5 minutes, after which there was added 13.7 g. of N-acetyl-chloroacetamide in 50 ml. of water. The reaction mixture was heated on a steam bath for 10 minutes, then cooled, filtered, and air dried. The product was washed with ether/hexane (3:1) three times with 150 ml. each washing, and then air dried. The product was recrystallized from water to yield 8.0 g. of white crystals. bubbled was added 9.5 g after which there was added 13.7 g The reaction mixture was heated on a steam bath for 10 minutes cooled filtered air dried The product was washed with ether/hexane (3:1) three times with 150 ml each washing, and then air dried The product was recrystallized from water to yield 8.0 g
Source ID: ord-f236a1bdb66f41a9b1ed1ca4c314168fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 100.4 g. (0.40 mole) of triphenylmethylmercaptan in 500 ml. of dry dimethylformamide was added 40.4 g. (0.40 mole) of dry triethylamine. The reaction mixture was cooled in ice and stirred as portions of 54.2 g. (0.40 mole) of the product of Step A above were added over 10 minutes. The reaction mixture was stirred an additional hour with ice cooling and then overnight at room temperature. Water was then added carefully to the reaction mixture until just before the cloud point, when the mixture was seeded and crystallization began. Yield of product was 98.5 g. with an m.p. of 147°-149° C. To a suspension of 100.4 g The reaction mixture was cooled in ice The reaction mixture was stirred an additional hour with ice cooling overnight at room temperature crystallization
Source ID: ord-a5c19b6e06d8483db027eb955b573a77Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 0.009 mole of triphenylmethyl mercaptan and 0.009 mole of triethylamine in 10 ml. of dimethylformamide is cooled to 0°-5° C. in an ice bath and 0.009 mole of N-acetyl-2-chloroacetamide added. The reaction mixture is stirred at ambient temperature for three hours and then poured into 100 ml. of benzene and 100 ml. of water. The organic layer is separated, washed well with water, dried over sodium sulfate and concentrated to dryness. The residue is crystallized under petroleum ether to give 2.2 g. of Nacetyl-2-(triphenylmethylthio) acetamide. poured into 100 ml The organic layer is separated washed well with water dried over sodium sulfate concentrated to dryness The residue is crystallized under petroleum ether to give 2.2 g
Source ID: ord-fc25da623359446fa5544f1cfa018c21Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-68ec0ff04e644254bc0da431c3701674Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4.0 g. (0.1 mole) of sodium hydroxide in 50 ml. of water, cooled in ice and having nitrogen bubbled therethrough, was added 9.5 g. (0.1 mole) of thiopropionic acid. The reaction mixture was stirred for 5 minutes, after which there was added 13.7 g. of N-acetyl-chloroacetamide in 50 ml. of water. The reaction mixture was heated on a steam bath for 10 minutes, then cooled, filtered, and air dried. The product was washed with ether/hexane (3:1) three tims with 150 ml. each washing, and then air dried. The product was recrystallized from water to yield 8.0 g. of white crystals. bubbled was added 9.5 g after which there was added 13.7 g The reaction mixture was heated on a steam bath for 10 minutes cooled filtered air dried The product was washed with ether/hexane (3:1) three tims with 150 ml each washing, and then air dried The product was recrystallized from water to yield 8.0 g
Source ID: ord-0f6d5b502a644ed88b4fae7d544380d3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 100.4 g. (0.40 mole) of triphenylmethylmercaptan in 500 ml. of dry dimethylformamide was added 40.4 g. (0.40 mole) of dry triethylamine. The reaction mixture was cooled in ice and stirred as portions of 54.2 g. (0.40 mole) of the product of Step A above were added over 10 minutes. The reaction mixture was stirred an additional hour with ice cooling and then overnight at room temperature. Water was then added carefully to the reaction mixture until just before the cloud point, when the mixture was seeded and crystallization began. Yield of product was 98.5 g. with an m.p. of 147°-149° C. To a suspension of 100.4 g The reaction mixture was cooled in ice The reaction mixture was stirred an additional hour with ice cooling overnight at room temperature crystallization
Source ID: ord-b0d4c296063341559b42c4233f814a52Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 0.009 mole of triphenylmethyl mercaptan and 0.009 mole of triethylamine in 10 ml. of dimethylformamide is cooled to 0°-5° C. in an ice bath and 0.009 mole of N-acetyl-2-chloroacetamide added. The reaction mixture is stirred at ambient temperature for three hours and then poured into 100 ml. of benzene and 100 ml. of water. The organic layer is separated, washed well with water, dried over sodium sulfate and concentrated to dryness. The residue is crystallized under petroleum ether to give 2.2 g. of Nacetyl-2-(triphenylmethylthio) acetamide. poured into 100 ml The organic layer is separated washed well with water dried over sodium sulfate concentrated to dryness The residue is crystallized under petroleum ether to give 2.2 g
Source ID: ord-5b6332acb62545afb2be9fc7dfdb53aaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4.0 g. (0.1 mole) of sodium hydroxide in 50 ml. of water, cooled in ice and having nitrogen bubbled therethrough, was added 9.5 g. (0.1 mole) of thiopropionic acid. The reaction mixture was stirred for 5 minutes, after which there was added 13.7 g. of N-acetyl-chloroacetamide in 50 ml. of water. The reaction mixture was heated on a steam bath for 10 minutes, then cooled, filtered, and air dried. The product was washed with ether/hexane (3:1) three times with 150 ml. each washing, and then air dried. The product was recrystallized from water to yield 8.0 g. of white crystals. bubbled was added 9.5 g after which there was added 13.7 g The reaction mixture was heated on a steam bath for 10 minutes cooled filtered air dried The product was washed with ether/hexane (3:1) three times with 150 ml each washing, and then air dried The product was recrystallized from water to yield 8.0 g
Source ID: ord-f236a1bdb66f41a9b1ed1ca4c314168fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 100.4 g. (0.40 mole) of triphenylmethylmercaptan in 500 ml. of dry dimethylformamide was added 40.4 g. (0.40 mole) of dry triethylamine. The reaction mixture was cooled in ice and stirred as portions of 54.2 g. (0.40 mole) of the product of Step A above were added over 10 minutes. The reaction mixture was stirred an additional hour with ice cooling and then overnight at room temperature. Water was then added carefully to the reaction mixture until just before the cloud point, when the mixture was seeded and crystallization began. Yield of product was 98.5 g. with an m.p. of 147°-149° C. To a suspension of 100.4 g The reaction mixture was cooled in ice The reaction mixture was stirred an additional hour with ice cooling overnight at room temperature crystallization
Source ID: ord-a5c19b6e06d8483db027eb955b573a77Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 0.009 mole of triphenylmethyl mercaptan and 0.009 mole of triethylamine in 10 ml. of dimethylformamide is cooled to 0°-5° C. in an ice bath and 0.009 mole of N-acetyl-2-chloroacetamide added. The reaction mixture is stirred at ambient temperature for three hours and then poured into 100 ml. of benzene and 100 ml. of water. The organic layer is separated, washed well with water, dried over sodium sulfate and concentrated to dryness. The residue is crystallized under petroleum ether to give 2.2 g. of Nacetyl-2-(triphenylmethylthio) acetamide. poured into 100 ml The organic layer is separated washed well with water dried over sodium sulfate concentrated to dryness The residue is crystallized under petroleum ether to give 2.2 g
Source ID: ord-fc25da623359446fa5544f1cfa018c21PubChem References
These sources are listed in the compound's public database record.
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