Acetone → HCID 178444020, compound

HRID 1287403Notes

Reaction equation

HRID 1287403 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]([N:23]=[C:24]=[S:25])=[CH:19][C:18]=1[N+:26]([O-:28])=[O:27]>C1C=CC=CC=1.CCCCC>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([NH:14][C:7](=[NH:15])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[S:25])=[CH:19][C:18]=1[N+:26]([O-:28])=[O:27]

Participants

6

Reactant 4

HCID 180Acetone2×HCID 1455814-Chloro-3-nitrophenyl isothiocyanateHCID 5360545SodiumHCID 14144282Heptanimidamide hydrochloride

Product 1

HCID 178444020HCID 178444020, compound

Reagents, catalysts & solvents 1

HCID 19707280Benzene n-pentaneSolvent

Procedure

Following a procedure similar to that described in Example 42 but using 2.3 g. sodium in 300 ml. dry acetone, 16.4 g. heptanamidine hydrochloride, and 21.4 g. 4-chloro-3-nitrophenyl isothiocyanate (m.p. 54°-56°C., prepared from 4-chloro-3-nitroaniline) in 100 ml. dry acetone there was obtained 1-(4-chloro-3-nitrophenyl)-3-(heptanimidoyl)-2-thiourea, m.p. 92°-94°C. (from benzene-n-pentane); hydrochloride (22.5 g.), m.p. 138°-140°C. (from acetonitrile).

Sources & evidence

ORD record
ord-4f6886695f34434d84fee6e963317593
Source dataset
uspto-grants-1976_10
Patent number
US03984467

Reaction notes

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