Acetone → 1-(4-Chlorophenyl)-3-octanimidoylurea

HRID 1287376Notes

Reaction equation

HRID 1287376 reaction equation
[Na].CC(C)=O.Cl.[C:7]([NH2:16])(=[NH:15])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[O:26])=[CH:20][CH:19]=1>C1C=CC=CC=1>[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:25]([NH:15][C:7](=[NH:16])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:26])=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 76934-Chlorophenyl IsocyanateHCID 5360545SodiumHCID 86734052Octanamidine hydrochloride

Product 1

HCID 1527468251-(4-Chlorophenyl)-3-octanimidoylurea

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following a procedure similar to that described in Example 1 but using 2.2 g. sodium in 200 ml. dry acetone, 17.8 g. octanamidine hydrochloride, and 15.3 g. 4-chlorophenyl isocyanate in 100 ml. benzene, there was obtained after recrystallization from acetonitrile 19.7 g. of the hydrochloride of 1-(4-chlorophenyl)-3-(octanimidoyl)urea; m.p. 156°-165°C.

Workup

  1. customafter recrystallization from acetonitrile 19.7 g

Sources & evidence

ORD record
ord-738c120d47aa40bfad1356532b655e4c
Source dataset
uspto-grants-1976_10
Patent number
US03984467

Reaction notes

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