Ammonia → HCID 22918653, compound

HRID 1376909Notes

Reaction equation

HRID 1376909 reaction equation
[Cl:1][C:2]([Cl:16])([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[C:3](OC)=[O:4].[NH3:17]>ClCCl.O>[Cl:1][C:2]([Cl:16])([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[C:3]([NH2:17])=[O:4]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 22918650HCID 22918650, compound

Product 1

HCID 22918653HCID 22918653, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of methyl 2,2-dichloro-2-(4-nitrophenyl)acetate (1.36 parts) in dichloromethane (13.6 parts) was stirred with concentrated ammonia solution (10 parts) at 25° C. for 24 hours before diluting the reaction mixture with water (50 parts) and extracting with dichloromethane. The dichloromethane extracts were washed with water and evaporated to give 2,2-dichloro-2-(4-nitrophenyl)acetamide (0.86 parts, 63,4%) (1Hnmr in D6 dimethylsulphoxide 87.95 medium (2H), 88,23 broad (2H), δ8.35 medium (2H)).

Workup

  1. extractionextracting with dichloromethane
  2. washThe dichloromethane extracts were washed with water
  3. customevaporated

Sources & evidence

ORD record
ord-0573897fdefc468eb7dd6dd72b281c90
Source dataset
uspto-grants-1997_09
Patent number
US05663371

Reaction notes

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