2-Chlorobenzylamine → Cumyluron

HRID 1380163

Reaction equation

HRID 1380163 reaction equation
[CH3:1][C:2]([N:10]=[C:11]=[O:12])([CH3:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH2:17]>>[Cl:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH:17][C:11]([NH:10][C:2]([CH3:1])([CH3:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:12]

Participants

3

Reactant 2

HCID 666482-ChlorobenzylamineHCID 27694301-Methyl-1-phenyl-ethylisocyanate

Product 1

HCID 11709249CumyluronYield 93.9%

Procedure

A mixture consisting of 18.1 g of α,α-dimethylbenzyl-isocyanate and 14.2 g of 2-chlorobenzylamine was allowed to stand for 2 hours at room temperature. The white deposit formed was then filtered off. Washing with n-hexane and recrystallization from ethanol gave 28.5 g of colorless crystal product, m.p. 165°-166° C.

Workup

  1. customThe white deposit formed
  2. filtrationwas then filtered off
  3. washWashing with n-hexane and recrystallization from ethanol

Sources & evidence

ORD record
ord-be49908a3d954b5b89eb40641c730788
Source dataset
uspto-grants-1986_04
Patent number
US04579969

Linked notes

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