(3,4-Dimethoxyphenyl)hydrazine → 3-(Dimethylamino)-6,7-dimethoxy-1,2,3,4-tetrahydrocarbazole

HRID 1077337

Reaction equation

HRID 1077337 reaction equation
C(O[CH:10]1[CH2:22][C:21]2[C:20]3[C:15](=[CH:16][C:17]([O:25][CH3:26])=[C:18]([O:23][CH3:24])[CH:19]=3)[NH:14][C:13]=2[CH2:12][CH2:11]1)(=O)C1C=CC=CC=1.COC1C=[C:31]([NH:37]N)C=CC=1OC.[C:39](OC1CCC(=O)CC1)(=O)C1C=CC=CC=1>>[CH3:39][N:37]([CH3:31])[CH:10]1[CH2:22][C:21]2[C:20]3[C:15](=[CH:16][C:17]([O:25][CH3:26])=[C:18]([O:23][CH3:24])[CH:19]=3)[NH:14][C:13]=2[CH2:12][CH2:11]1

Participants

4

Reactant 3

HCID 88491(3,4-Dimethoxyphenyl)hydrazineHCID 2426774-(Benzoyloxy)cyclohexanoneHCID 128917773-Benzoyloxy-6,7-dimethoxy-1,2,3,4-tetrahydrocarbazole

Product 1

HCID 128917763-(Dimethylamino)-6,7-dimethoxy-1,2,3,4-tetrahydrocarbazole

Procedure

The 3-benzoyloxy-6,7-dimethoxy-1,2,3,4-tetrahydrocarbazole, m.p. 123°-125°C., was prepared from 102 g. of 3,4-dimethoxyphenylhydrazine and 109 g. of 4-benzoyloxycyclohexanone by following a procedure similar to that described in Example 3.

Sources & evidence

ORD record
ord-a4f5fa54030e4c6a97f7f23fa1488650
Source dataset
uspto-grants-1976_05
Patent number
US03959309

Linked notes

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