Reaction #4097063
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-81edbb2ae5044c30b3c05feed1d3925eNo renderable structure data available
CN(C)S(=O)(=O)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N,N-dimethylmethanesulfonamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 918-05-8 |
| Database ID | 70191 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N,N-dimethylmethanesulfonamide (CAS 918-05-8) 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 70191
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-81edbb2ae5044c30b3c05feed1d3925eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9741de77f523452b8c9d740da20cab3dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3fe9c1da4bf3450e9954ccd448988372Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1caed95a7fe74d3b9f1684d6c1e0be84Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-(3-Ethoxy-4-methoxyphenyl)-2-(N,N-dimethylaminosulfonyl)ethylamine was prepared by a procedure analogous to that of Example 1 from N,N-dimethyl methanesulfonamide (685 mg, 5.56 mmol) and n-butyllithium (2.5 mL, 2.5 M, 6.3 mmol) in tetrahydrofuran (90 mL), and 3-ethoxy-4-methoxybenzaldehyde (1.0 g, 5.5 mmol), lithium hexamethyldisilazide (4.7 mL, 1.3 M, 6.1 mmol) and boron trifluoride etherate (1.4 mL, 11 mmol) in tetrahydrofuran (5 mL). The product was obtained as a white solid (360 mg, 21% yield): mp, 82.0-83.0° C.; 1H NMR (CDCl3); δ 1.48 (t, J=7.5 Hz, 3H, CH3), 1.91 (br s, 2H, NH2), 2.88 (s, 6H, N(CH3)2), 3.05 (dd, J=3.0, 13.5 Hz, 1H, CHH), 3.12 (dd, J=9.2, 13.5 Hz, 1H, CHH), 3.88 (s, 3H, CH3), 4.12 (q, J=7.0 Hz, 2H, CH2), 4.61 (dd, J=2.9, 9.2 Hz, 1H, NCH), 6.83-6.99 (m, 3H, Ar); 13C NMR (CDCl3) δ 14.81; 37.42, 51.02, 56.03, 64.41, 110.74, 111.55, 118.35, 135.97, 148.64, 148.96; Anal Calcd for C13H22NO4S: C, 51.64; H, 7.33; N, 9.26. Found: C, 51, 41; H, 7.11; N, 9.10.
Source ID: ord-a585eb53beb84bba9f645a6176057f30Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-(3-Ethoxy-4-methoxyphenyl)-2-(N,N-dimethylaminosulfonyl)ethylamine was prepared by a procedure analogous to that of Example 1 from N,N-dimethyl methanesulfonamide (685 mg, 5.56 mmol) and n-butyllithium (2.5 mL, 2.5 M, 6.3 mmol) in tetrahydrofuran (90 mL), and 3-ethoxy-4-methoxybenzaldehyde (1.0 g, 5.5 mmol), lithium hexamethyldisilazide (4.7 mL, 1.3 M, 6.1 mmol) and boron trifluoride etherate (1.4 mL, 11 mmol) in tetrahydrofuran (5 mL). The product was obtained as a white solid (360 mg, 21% yield): mp, 82.0-83.0° C.; 1H NMR (CDCl3); δ 1.48 (t, J=7.5 Hz, 3H, CH3), 1.91 (br s, 2H, NH2), 2.88 (s, 6H, N(CH3)2), 3.05 (dd, J=3.0, 13.5 Hz, 1H CHH), 3.12 (dd, J=9.2, 13.5 Hz, 1H, CHH), 3.88 (s, 3H, CH3), 4.12 (q, J=7.0 Hz, 2H, CH2), 4.61 (dd, J=2.9, 9.2 Hz, 1H, NCH), 6.83-6.99 (m, 3H, Ar); 13C NMR (CDCl3) δ 14.81, 37.42, 51.02, 56.03, 64.41, 110.74, 111.55, 118.35, 135.97, 148.64, 148.96; Anal Calcd for C13H22NO4S: C, 51.64; H, 7.33; N,9.26. Found: C, 51,41; H,7.11; N, 9.10.
Source ID: ord-5500c6edaf374b18a17c14aae4357425Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a similar manner to that described in Example 12(a), N,N-dimethylmethanesulphonamide was reacted with n-butyl lithium and the product reacted with methyl 4-fluoro-2-methylaminobenzoate to give the novel compound 1-(4-fluoro-2-methylaminophenyl)-2-(N,N-dimethylsulphamoyl)ethanone, m.p. 120°-124°.
Source ID: ord-c24a0e6d7e42499c8d2fc5ebb355d326Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a similar manner to tht described in Example 12(a), N,N-dimethylmethanesulphonamide was reacted with n-butyl lithium and the product reacted with ethyl 2-amino-4-chloro-5-methoxybenzoate to give the novel compound 1-(2-amino-4-chloro-5-methoxyphenyl)-2-(N,N-dimethylsulphamoyl)ethanone, m.p. 59°-62°.
Source ID: ord-d5e783f4a51a4bd9b76015ea68f29918Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a similar manner to tht described in Example 12(a), N,N-dimethylmethanesulphonamide was reacted with n-butyl lithium and the product reacted with ethyl 2-amino-4-chloro-5-methoxybenzoate to give the novel compound 1-(2-amino-4-chloro-5-methoxyphenyl)-2-(N,N-dimethylsulphamoyl)ethanone, m.p. 59°-62°.
Source ID: ord-d5e783f4a51a4bd9b76015ea68f29918Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a similar manner to that described in Example 12(a), N,N-dimethylmethanesulphonamide was reacted with n-butyl lithium and the product was reacted with ethyl 2-amino-5-methoxybenzoate to give the novel compound 1-(2-amino-5-methoxyphenyl)-2-(N,N-dimethylsulphamoyl)ethanone, m.p. 198°-200°.
Source ID: ord-87820ce0e9544d7c91daa3f8a707e23eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-(3-Ethoxy-4-methoxyphenyl)-2-(N,N-dimethylaminosulfonyl)ethylamine was prepared by a procedure analogous to that of Example 1 from N,N-dimethyl methanesulfonamide (685 mg, 5.56 mmol) and n-butyllithium (2.5 mL, 2.5 M, 6.3 mmol) in tetrahydrofuran (90 mL), and 3-ethoxy-4-methoxybenzaldehyde (1.0 g, 5.5 mmol), lithium hexamethyldisilazide (4.7 mL, 1.3 M, 6.1 mmol) and boron trifluoride etherate (1.4 mL, 11 mmol) in tetrahydrofuran (5 mL). The product was obtained as a white solid (360 mg, 21% yield): mp, 82.0-83.0° C.; 1H NMR (CDCl3); δ 1.48 (t, J=7.5 Hz, 3H, CH3), 1.91 (br s, 2H, NH2), 2.88 (s, 6H, N(CH3)2), 3.05 (dd, J=3.0, 13.5 Hz, 1H, CHH), 3.12 (dd, J=9.2, 13.5 Hz, 1H, CHH), 3.88 (s, 3H, CH3), 4.12 (q, J=7.0 Hz, 2H, CH2), 4.61 (dd, J=2.9, 9.2 Hz, 1H, NCH), 6.83-6.99 (m, 3H, Ar); 13C NMR (CDCl3) δ 14.81; 37.42, 51.02, 56.03, 64.41, 110.74, 111.55, 118.35, 135.97, 148.64, 148.96; Anal Calcd for C13H22NO4S: C, 51.64; H, 7.33; N, 9.26. Found: C, 51, 41; H, 7.11; N, 9.10.
Source ID: ord-a585eb53beb84bba9f645a6176057f30Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1-(3-Ethoxy-4-methoxyphenyl)-2-(N,N-dimethylaminosulfonyl)ethylamine was prepared by a procedure analogous to that of Example 1 from N,N-dimethyl methanesulfonamide (685 mg, 5.56 mmol) and n-butyllithium (2.5 mL, 2.5 M, 6.3 mmol) in tetrahydrofuran (90 mL), and 3-ethoxy-4-methoxybenzaldehyde (1.0 g, 5.5 mmol), lithium hexamethyldisilazide (4.7 mL, 1.3 M, 6.1 mmol) and boron trifluoride etherate (1.4 mL, 11 mmol) in tetrahydrofuran (5 mL). The product was obtained as a white solid (360 mg, 21% yield): mp, 82.0-83.0° C.; 1H NMR (CDCl3); δ 1.48 (t, J=7.5 Hz, 3H, CH3), 1.91 (br s, 2H, NH2), 2.88 (s, 6H, N(CH3)2), 3.05 (dd, J=3.0, 13.5 Hz, 1H, CHH), 3.12 (dd, J=9.2, 13.5 Hz, 1H, CHH), 3.88 (s, 3H, CH3), 4.12 (q, J=7.0 Hz, 2H, CH2), 4.61 (dd, J=2.9, 9.2 Hz, 1H, NCH), 6.83-6.99 (m, 3H, Ar); 13C NMR (CDCl3) δ 14.81; 37.42, 51.02, 56.03, 64.41, 110.74, 111.55, 118.35, 135.97, 148.64, 148.96; Anal Calcd for C13H22NO4S: C, 51.64; H, 7.33; N, 9.26. Found: C, 51, 41; H, 7.11; N, 9.10.
Source ID: ord-a585eb53beb84bba9f645a6176057f30PubChem References
These sources are listed in the compound's public database record.
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