Acetone → HCID 178444022, compound

HRID 1287409Notes

Reaction equation

HRID 1287409 reaction equation
[Na].CC(C)=O.Cl.[C:7]([NH2:15])(=[NH:14])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:18]=1[N:27]=[C:28]=[S:29]>C1C=CC=CC=1.CCCCCC>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:18]=1[NH:27][C:28]([NH:14][C:7](=[NH:15])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[S:29]

Participants

6

Reactant 4

HCID 180Acetone2×HCID 1410052-Chloro-5-trifluoromethylphenyl isothiocyanateHCID 5360545SodiumHCID 14144282Heptanimidamide hydrochloride

Product 1

HCID 178444022HCID 178444022, compound

Reagents, catalysts & solvents 1

HCID 110624Benzene hexaneSolvent

Procedure

Following a procedure similar to that described in Example 42 but using 1.86 g. sodium in 250 ml. dry acetone, 13.4 g. heptanamidine hydrochloride, and 19.2 g. 2-chloro-5-(trifluoromethyl)phenyl isothiocyanate [prepared from 2-chloro-5-(trifluoromethyl)aniline] in 70 ml. acetone there was obtained 1-[2-chloro-5-(trifluoromethyl)phenyl]-3-(heptanimidoyl)-2-thiourea, m.p. 88°-90°C. (from benzene-n-hexane); hydrochloride (10.3 g.), m.p. 160°-161°C. (from acetonitrile).

Sources & evidence

ORD record
ord-5ff1e34663a94de3b26991ae5a7821f4
Source dataset
uspto-grants-1976_10
Patent number
US03984467

Reaction notes

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