Chloroacetyl chloride → HCID 21931014, compound

HRID 1243959Notes

Reaction equation

HRID 1243959 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[Cl:19][CH2:20][C:21](Cl)=[O:22]>C(OCC)C.CCCCCC>[Cl:19][CH2:20][C:21]([NH:14][C:12](=[O:13])[C:11]1[CH:15]=[CH:16][C:8]([O:7][C:6]2[CH:17]=[CH:18][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:9][CH:10]=1)=[O:22]

Participants

5

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 10955768HCID 10955768, compound

Product 1

HCID 21931014HCID 21931014, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

4-(4-Methoxyphenoxy)benzamide (8.34 g, 34.3 mmol) and chloroacetyl chloride (19.4 g, 171 mmol) were heated together at 100° C. for 2 hours. The cooled mixture was diluted with ethyl ether and hexane. After stirring for 1 hour at room temperature the solid was collected yielding 8.98 g of N-(2-chloroacetyl)-4-(4-methoxyphenoxy)benzmide as a light orange solid. MS (m/z, APCI): 320 [M+H]+.

Workup

  1. customwas collected
  2. customyielding 8.98 g of N-(2-chloroacetyl)-4-(4-methoxyphenoxy)benzmide as a light orange solid

Sources & evidence

ORD record
ord-61ab8b6c28fb4a5e80f4d4e06728b9b7
Source dataset
uspto-grants-2006_10
Patent number
US07119201B2

Reaction notes

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