Ethanamine, N,N-diethyl-2-hydrazino- → HCID 21432213, compound

HRID 1658354Notes

Reaction equation

HRID 1658354 reaction equation
Cl[C:2]1[C:15]2[C:14](=O)[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([Cl:17])[CH:12]=3)[S:7][C:6]=2[C:5]([CH3:18])=[CH:4][CH:3]=1.[CH2:19]([N:21]([CH2:26][CH3:27])[CH2:22][CH2:23][NH:24][NH2:25])[CH3:20]>>[Cl:17][C:11]1[CH:10]=[CH:9][C:8]2[S:7][C:6]3[C:15]4[C:14](=[N:25][N:24]([CH2:23][CH2:22][N:21]([CH2:26][CH3:27])[CH2:19][CH3:20])[C:2]=4[CH:3]=[CH:4][C:5]=3[CH3:18])[C:13]=2[CH:12]=1

Participants

3

Reactant 2

HCID 3028735Ethanamine, N,N-diethyl-2-hydrazino-HCID 190703621,7-Dichloro-4-methyl-9H-thioxanthen-9-one

Product 1

HCID 21432213HCID 21432213, compound

Procedure

By condensation of 1,7-dichloro-4-methyl-9-thioxanthenone with 2-(diethylamino)ethyl hydrazine was obtained 9-chloro-2-(2-(diethylamino)ethyl)-5-methyl-2H-(1)benzothiopyrano[4,3,2-cd]indazole. To 0.13 g. of this base in acetone (3 ml.) was added 30% aqueous hydrogen peroxide (0.2 ml.). After 18 hours at room temperature the solution was evaporated to dryness under reduced pressure and the residue crystallized from acetone to give 9-chloro-2-(2-diethylamino)ethyl)-5-methyl-2H(1)-benzothiopyrano[4,3,2-cd]indazole N-oxide monohydrate, m.p. 134° - 135° (decomp.).

Sources & evidence

ORD record
ord-aafa7acebf7f4ef1bd4664e88b864611
Source dataset
uspto-grants-1976_06
Patent number
US03963740

Reaction notes

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