No renderable structure data available
C1=CC(=C(C=C1Cl)NN)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (5-chloro-2-fluorophenyl)hydrazine |
|---|---|
| IUPAC Name | — |
| CAS Number | 396074-99-0 |
| Database ID | 2773732 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(5-chloro-2-fluorophenyl)hydrazine (CAS 396074-99-0) 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 2773732
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-6a2436dfa34b44189aca608b441acc8cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This intermediate was prepared according to the procedure escribed for the synthesis of Compound 114 by replacing 3,4-difluorophenylhydrazine with 2-fluoro-5-chlorophenylhydrazine in step 1, and replacing tert-leucine methyl amide with tert-leucine tert-butyl ester in step 3. LC-MS (+ESI) m/z=466.3 [M+H]+. This intermediate was prepared
Source ID: ord-3ddf0fdf79b141499b63c77621bd3c0eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This intermediate was prepared according to the procedure escribed for the synthesis of Compound 114 by replacing 3,4-difluorophenylhydrazine with 2-fluoro-5-chlorophenylhydrazine in step 1, and replacing tert-leucine methyl amide with tert-leucine tert-butyl ester in step 3. LC-MS (+ESI) m/z=466.3 [M+H]+. This intermediate was prepared
Source ID: ord-3ddf0fdf79b141499b63c77621bd3c0eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: (5-Chloro-2-fluoro-phenyl)-hydrazine (22.5 g, 140 mmol) was dissolved in dichloromethane (80 mL). Ethyl pyruvate (16.3 mL, 140 mmol) was added slowly to this solution at room temperature. The mixture was stirred for another1 h at room temperature, added to water and extraxcted with dichloromethane. Organic phases were pooled, washed subsequently with hydrochloric acid (1 N) and brine and dried with MgSO4. Solvents were removed in vacuo and the residue was triturated with n-hexane to yield the title product as beige solid (22.8 g, 62.9%), ISP-MS: m/e=259.1 (M+H+). washed subsequently with hydrochloric acid (1 N) and brine dried with MgSO4 Solvents were removed in vacuo the residue was triturated with n-hexane
Source ID: ord-54d6c07da5d34cd88ddbc15d3d1b82c5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: (5-Chloro-2-fluoro-phenyl)-hydrazine (22.5 g, 140 mmol) was dissolved in dichloromethane (80 mL). Ethyl pyruvate (16.3 mL, 140 mmol) was added slowly to this solution at room temperature. The mixture was stirred for another1 h at room temperature, added to water and extraxcted with dichloromethane. Organic phases were pooled, washed subsequently with hydrochloric acid (1 N) and brine and dried with MgSO4. Solvents were removed in vacuo and the residue was triturated with n-hexane to yield the title product as beige solid (22.8 g, 62.9%), ISP-MS: m/e=259.1 (M+H+). washed subsequently with hydrochloric acid (1 N) and brine dried with MgSO4 Solvents were removed in vacuo the residue was triturated with n-hexane
Source ID: ord-54d6c07da5d34cd88ddbc15d3d1b82c5Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Chloro-2-fluoroaniline (25 g, 172 mmol) was added to conc. hydrochloric acid (150 mL, 37%). The mixture was cooled (−10° C.) and a solution of sodium nitrite (11.9 g, 172 mmol) in water (193 mL) was added slowly (<−5° C.). This done, a solution of tin(II)chloride (118 g, 618 mmol) in conc. hydrochloric acid (116 mL) was added slowly (−6° C.). The mixture was stirred for 1 h, filtered through Celite® and the filter cake washed extensively with water. The filtrate was adjusted to pH 14 with conc. sodium hydroxide solution and the suspension extracted with diethylether. Organic phases were pooled, washed with brine, dried with MgSO4 and the solvent was removed in vacuo to yield the title compound as yellow solid (22.9 g, 83%), EI-MS: m/e=160.0 (M+). filtered through Celite® the filter cake washed extensively with water the suspension extracted with diethylether washed with brine dried with MgSO4 the solvent was removed in vacuo
Source ID: ord-e4a6b88f241545f181fe5298bd26b572Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: (5-Chloro-2-fluoro-phenyl)-hydrazine (22.5 g, 140 mmol) was dissolved in dichloromethane (80 mL). Ethyl pyruvate (16.3 mL, 140 mmol) was added slowly to this solution at room temperature. The mixture was stirred for another 1 h at room temperature, added to water and extraxcted with dichloromethane. Organic phases were pooled, washed subsequently with hydrochloric acid (1 N) and brine and dried with MgSO4. Solvents were removed in vacuo and the residue was triturated with n-hexane to yield the title product as beige solid (22.8 g, 62.9%), ISP-MS: m/e=259.1 (M+H+). washed subsequently with hydrochloric acid (1 N) and brine dried with MgSO4 Solvents were removed in vacuo the residue was triturated with n-hexane
Source ID: ord-198e9aab2f53425ca72f01b15ab2cbf1Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Chloro-2-fluoroaniline (25 g, 172 mmol) was added to conc. hydrochloric acid (150 mL, 37%). The mixture was cooled (−10° C.) and a solution of sodium nitrite (11.9 g, 172 mmol) in water (193 mL) was added slowly (<-5° C.). This done, a solution of tin(II)chloride (118 g, 618 mmol) in conc. hydrochloric acid (116 mL) was added slowly (−6° C.). The mixture was stirred for 1 h, filtered through Celite® and the filter cake washed extensively with water. The filtrate was adjusted to pH 14 with conc. sodium hydroxide solution and the suspension extracted with diethylether. Organic phases were pooled, washed with brine, dried with MgSO4 and the solvent was removed in vacuo to yield the title compound as yellow solid (22.9 g, 83%), EI-MS: m/e=160.0 (M+). filtered through Celite® the filter cake washed extensively with water the suspension extracted with diethylether washed with brine dried with MgSO4 the solvent was removed in vacuo
Source ID: ord-cef044d4487a4430aea295bd80d60273Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Chloro-2-fluoroaniline (25 g, 172 mmol) was added to conc. hydrochloric acid (150 mL, 37%). The mixture was cooled (−10° C.) and a solution of sodium nitrite (11.9 g, 172 mmol) in water (193 mL) was added slowly (<-5° C.). This done, a solution of tin(II)chloride (118 g, 618 mmol) in conc. hydrochloric acid (116 mL) was added slowly (−6° C.). The mixture was stirred for 1 h, filtered through Celite® and the filter cake washed extensively with water. The filtrate was adjusted to pH 14 with conc. sodium hydroxide solution and the suspension extracted with diethylether. Organic phases were pooled, washed with brine, dried with MgSO4 and the solvent was removed in vacuo to yield the title compound as yellow solid (22.9 g, 83%), EI-MS: m/e=160.0 (M+). filtered through Celite® the filter cake washed extensively with water the suspension extracted with diethylether washed with brine dried with MgSO4 the solvent was removed in vacuo
Source ID: ord-cef044d4487a4430aea295bd80d60273Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This intermediate was prepared according to the procedure escribed for the synthesis of Compound 114 by replacing 3,4-difluorophenylhydrazine with 2-fluoro-5-chlorophenylhydrazine in step 1, and replacing tert-leucine methyl amide with tert-leucine tert-butyl ester in step 3. LC-MS (+ESI) m/z=466.3 [M+H]+. This intermediate was prepared
Source ID: ord-3ddf0fdf79b141499b63c77621bd3c0eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6a2436dfa34b44189aca608b441acc8cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: (5-Chloro-2-fluoro-phenyl)-hydrazine (22.5 g, 140 mmol) was dissolved in dichloromethane (80 mL). Ethyl pyruvate (16.3 mL, 140 mmol) was added slowly to this solution at room temperature. The mixture was stirred for another1 h at room temperature, added to water and extraxcted with dichloromethane. Organic phases were pooled, washed subsequently with hydrochloric acid (1 N) and brine and dried with MgSO4. Solvents were removed in vacuo and the residue was triturated with n-hexane to yield the title product as beige solid (22.8 g, 62.9%), ISP-MS: m/e=259.1 (M+H+). washed subsequently with hydrochloric acid (1 N) and brine dried with MgSO4 Solvents were removed in vacuo the residue was triturated with n-hexane
Source ID: ord-54d6c07da5d34cd88ddbc15d3d1b82c5PubChem References
These sources are listed in the compound's public database record.
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