Methyl chloroacetate → HCID 20074961, compound

HRID 703802Notes

Reaction equation

HRID 703802 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].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:4][C:3]1[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:2]=1[F:1]

Participants

4

Reactant 3

HCID 7295Methyl chloroacetateHCID 97092,4-DifluoroanilineHCID 516892Sodium Bicarbonate

Product 1

HCID 20074961HCID 20074961, compound

Procedure

A suspension of 2,4-difluoroaniline (15.0 g) and sodium bicarbonate (19.5 g) in methyl chloroacetate (15.2 ml) was stirred at 90°-100° under nitrogen for 16 h. Work up according to the method of Intermediate 11 gave an oil (14.1 g) which was purified by FCC on triethylamine deactivated silica eluting with chloroform:petroleum ether (1:8) to give the title compound (8.75 g) as an oil, t.l.c. on triethylamine deactivated silica (chloroform:petroleum ether, 1:8) Rf 0.21.

Sources & evidence

ORD record
ord-19fa243aa4074f15a05ee2504e691f8e
Source dataset
uspto-grants-1991_01
Patent number
US04985427

Reaction notes

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