Dimethylamine → 3-(2-Hydroxyphenyl)-1,1-dimethylurea

HRID 1995425Notes

Reaction equation

HRID 1995425 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[O:10][C:8](=[O:9])[NH:7][C:5]=2[CH:6]=1.[CH3:11][NH:12][CH3:13]>>[OH:10][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=1[NH:7][C:8]([N:12]([CH3:13])[CH3:11])=[O:9]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 60432(3H)-Benzoxazolone

Product 1

HCID 30194473-(2-Hydroxyphenyl)-1,1-dimethylurea

Procedure

Benzoxazolinone (200 g) was stirred with 1 liter of a 33% solution of dimethylamine in industrial alcohol at 50° C. for 48 hours. The alcohol and unchanged dimethylamine were distilled off under reduced pressure at below 60° C. and the product was recrystallised from a 1:1 by volume mixture of isopropanol and light petroleum ether (b.pt. 60°-80° C.). It melted at 148° C. (decomp.) as measured on a Kofler bench.

Workup

  1. distillationThe alcohol and unchanged dimethylamine were distilled off under reduced pressure at below 60° C.
  2. customthe product was recrystallised from a 1:1 by volume mixture of isopropanol and light petroleum ether (b.pt. 60°-80° C.)

Sources & evidence

ORD record
ord-e484a090c2104e94b41ef7bed8745c54
Source dataset
uspto-grants-1983_09
Patent number
US04404356

Reaction notes

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