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

HRID 1287383Notes

Reaction equation

HRID 1287383 reaction equation
[Na].Cl.[C:3]([NH2:11])(=[NH:10])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[O:21])=[CH:15][CH:14]=1>CC(C)=O>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([NH:10][C:3](=[NH:11])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:21])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 5360545SodiumHCID 14144282Heptanimidamide hydrochloride

Product 1

HCID 1527468211-(4-Chlorophenyl)-3-heptanimidoylurea

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Following a procedure similar to that described in Example 1 but using 3.9 g. sodium in 300 ml. dry acetone, 24.6 g. heptanamidine hydrochloride, and 23 g. 4-chlorophenyl isocyanate in 100 ml. dry acetone, there was obtained after recrystallization from acetonitrile 29.8 g. of the hydrochloride of 1-(4-chlorophenyl)-3-(heptanimidoyl)urea; m.p. 168°-169°C.

Workup

  1. customafter recrystallization from acetonitrile 29.8 g

Sources & evidence

ORD record
ord-0efe26383c3f42d29e20a0127aa8ee84
Source dataset
uspto-grants-1976_10
Patent number
US03984467

Reaction notes

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