Acetone → HCID 178444900, compound

HRID 1287399Notes

Reaction equation

HRID 1287399 reaction equation
[Na].CC(C)=O.Cl.[C:7]([NH2:14])(=[NH:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]=[C:23]=[S:24])=[CH:18][CH:17]=1>C1C=CC=CC=1.CCCCC>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:13][C:7](=[NH:14])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[S:24])=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 180Acetone2×HCID 164804-Chlorophenyl isothiocyanateHCID 5360545SodiumHCID 21420651Hexanimidamide hydrochloride

Product 1

HCID 178444900HCID 178444900, compound

Reagents, catalysts & solvents 1

HCID 19707280Benzene n-pentaneSolvent

Procedure

Following a procedure similar to that described in Example 42 but using 3.4 g. sodium in 300 ml. dry acetone, 22.5 g. hexanamidine hydrochloride, and 25.9 g. 4-chlorophenyl isothiocyanate in 150 ml. dry acetone there was obtained 1-(4-chlorophenyl)-3-(hexanimidoyl)-2-thiourea, m.p. 100°-102°C. (from benzene-n-pentane); hydrochloride (21 g.), m.p. 175°C. (from acetonitrile).

Sources & evidence

ORD record
ord-d0b562d3dc394efbbaac05d629a649b3
Source dataset
uspto-grants-1976_10
Patent number
US03984467

Reaction notes

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