Methyl chloroacetate → HCID 22492041, compound

HRID 703801Notes

Reaction equation

HRID 703801 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5].C(=O)(O)[O-].[Na+].Cl[CH2:16][C:17]([O:19][CH3:20])=[O:18]>>[CH3:20][O:19][C:17](=[O:18])[CH2:16][NH:5][C:4]1[CH:3]=[C:2]([F:1])[CH:8]=[C:7]([F:9])[CH:6]=1

Participants

4

Reactant 3

HCID 7295Methyl chloroacetate2×HCID 965953,5-DifluoroanilineHCID 516892Sodium Bicarbonate2×

Product 1

HCID 22492041HCID 22492041, compound

Procedure

A suspension of 3,5-difluoroaniline (15.0 g) and sodium bicarbonate (19.5 g) in methyl chloroacetate (15.2 ml) was stirred at 80°-90° under nitrogen for 60 h. More sodium bicarbonate (4.88 g) and methyl chloroacetate (5.1 ml) were added, and the suspension was stirred at 80°-90° for a further 24 h. Work up according to the method of Intermediate 11 gave a solid (16 g) which was recrystallised from chloroform (10 ml) and n-hexane (120 ml) to give the title compound (8.34 g), m.p. 75°-77°.

Workup

  1. stirringthe suspension was stirred at 80°-90° for a further 24 h

Sources & evidence

ORD record
ord-687c755177934ffc9f04f29cdff761ae
Source dataset
uspto-grants-1991_01
Patent number
US04985427

Reaction notes

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