4-Chloro-4'-methylbutyrophenone → HCID 13290821, compound

HRID 2198530Notes

Reaction equation

HRID 2198530 reaction equation
[CH2:1]([NH:4][C:5](=[S:8])[NH:6][NH2:7])C=C.[C:9]1([C:15](=O)[CH2:16][CH2:17][CH2:18]Cl)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[C:21]1([NH:27][C:28](=[S:31])[NH:29][NH2:30])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.CNC(=S)NN.[CH3:38][C:39]1[CH:44]=[CH:43][C:42]([C:45](=O)[CH2:46][CH2:47][CH2:48]Cl)=[CH:41][CH:40]=1>>[C:21]1([N:27]2[C:28](=[S:31])[NH:29][N:30]3[CH2:18][CH2:17][CH2:16][C:15]23[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1.[CH3:38][C:39]1[CH:44]=[CH:43][C:42]([C:45]23[CH2:46][CH2:47][CH2:48][N:7]2[NH:6][C:5](=[S:8])[N:4]3[CH3:1])=[CH:41][CH:40]=1

Participants

7

Reactant 5

HCID 987454-Chloro-4'-methylbutyrophenoneHCID 2535334-Chlorobutyrophenone2×HCID 730679Hydrazinecarbothioamide, N-phenyl-HCID 1551250Hydrazinecarbothioamide, N-2-propenyl- (9CI)HCID 2723853N-Methylhydrazinecarbothioamide

Product 2

HCID 13290821HCID 13290821, compoundHCID 20519427HCID 20519427, compound

Procedure

Analogously to the procedure of Example 1, 5,6,7,7a-tetrahydro-1-(2-propenyl-1H-pyrrolo[1,2-b][1,2,4]triazole-2(3H)-thione, 5,6,7,7a-tetrahydro-1,7a-diphenyl-1H-pyrrolo[1,2-b][1,2,4]triazole-2(3H)-thione, 7a-(4-methylphenyl)-tetrahydro-1-methyl-1H-pyrrolo[1,2-b][1,2,4]triazole-2(3H)-thione are prepared by reacting, respectively, 4-allyl-thiosemicarbazide with 1-phenyl-4-chloro-butan-1-one, 4-phenyl-thiosemicarbazide with 1-phenyl-4-chlorobutan-1-one and 4-methyl-thiosemicarbazide with 1-(4-methylphenyl)-4-chloro-butan-1-one.

Sources & evidence

ORD record
ord-8707c808b74a4bf0a32aac24cea42882
Source dataset
uspto-grants-1982_11
Patent number
US04358457

Reaction notes

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