4-Chlorophenyl Isocyanate → 1-(4-Chlorophenyl)-3-hexanimidoylurea

HRID 1287379Notes

Reaction equation

HRID 1287379 reaction equation
[Na].Cl.[C:3]([NH2:10])(=[NH:9])[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]=[C:19]=[O:20])=[CH:14][CH:13]=1>CC(C)=O>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([NH:9][C:3](=[NH:10])[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[O:20])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 5360545SodiumHCID 21420651Hexanimidamide hydrochloride

Product 1

HCID 1527468221-(4-Chlorophenyl)-3-hexanimidoylurea

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Following a procedure similar to that described in Example 1 but using 3.2 g. sodium in 200 ml. dry acetone, 21. g. hexanamidine hydrochloride, and 21.4 g. 4-chlorophenyl isocyanate in 100 ml. dry acetone, there was obtained after recrystallization from acetone 13.9 g. of the hydrochloride of 1-(4-chlorophenyl)-3-(hexanimidoyl)urea; m.p. 175°-179°C.

Workup

  1. customafter recrystallization from acetone 13.9 g

Sources & evidence

ORD record
ord-715cf10c70954463995e6f4761ccb960
Source dataset
uspto-grants-1976_10
Patent number
US03984467

Reaction notes

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