Acetic Acid → N-(3-chloro-2-methylphenyl)acetamide

HRID 1856219Notes

Reaction equation

HRID 1856219 reaction equation
[Cl:1][C:2]1[C:3]([CH3:9])=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[C:10](O)(=[O:12])[CH3:11].C(OC(=O)C)(=O)C>O>[CH3:9][C:3]1[C:2]([Cl:1])=[CH:8][CH:7]=[CH:6][C:4]=1[NH:5][C:10]([CH3:11])=[O:12]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 68943-Chloro-2-methylanilineHCID 7918Acetic Anhydride

Product 1

HCID 81969N-(3-chloro-2-methylphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

141 g. of 3-chloro-2-methylaniline (1 mol.) was added to a stirred mixture of 200 ml. of acetic acid and 102 g. (1 mol.) of acetic anhydride and heated to 95° C. for approximately one hour. The mixture was poured into water and filtered to give 3-chloro-2-methylacetanilide.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-bbda59e7845b4ffe95493ff3f671d42c
Source dataset
uspto-grants-1980_08
Patent number
US04218464

Reaction notes

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