N,N,5-Trimethyl-4-[(2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazol-3-yl) methyl]-1H-imidazole-1-sulphonamide → GR 67330

HRID 621208

Reaction equation

HRID 621208 reaction equation
CN(C)S([N:6]1[C:10]([CH3:11])=[C:9]([CH2:12][CH:13]2[C:25](=[O:26])[C:24]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]([CH3:27])[C:16]=3[CH2:15][CH2:14]2)[N:8]=[CH:7]1)(=O)=O>Cl.C(O)C>[CH3:27][N:17]1[C:16]2[CH2:15][CH2:14][CH:13]([CH2:12][C:9]3[N:8]=[CH:7][NH:6][C:10]=3[CH3:11])[C:25](=[O:26])[C:24]=2[C:23]2[C:18]1=[CH:19][CH:20]=[CH:21][CH:22]=2

Participants

4

Reactant 1

HCID 14233929N,N,5-Trimethyl-4-[(2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazol-3-yl) methyl]-1H-imidazole-1-sulphonamide

Product 1

HCID 172316GR 67330Yield 89.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A solution of N,N,5-trimethyl-4-[(2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazol-3-yl)methyl]-1H-imidazole-1-sulphonamide (400 mg) in 2N hydrochloric acid (30 ml) and absolute ethanol (5 ml) was heated at 100°-110° for 8 h. Work up and FCC as described in Example 32 gave the title compound (261 mg) as a solid. The 1H-n.m.r. and t.l.c. of this material were consistent with those obtained for the product of Example 8.

Sources & evidence

ORD record
ord-8b92d94b81be414da3b8250c3b15defa
Source dataset
uspto-grants-1989_04
Patent number
US04822881

Linked notes

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