Triethylamine → 7,7-Dimethyl-2-(2-methoxy-4-methylsulphonylaminophenyl)-6,7-dihydro-3H,5H-pyrrolo[2,3-f]benzimidazol-6-one

HRID 986046Notes

Reaction equation

[CH3:1][S:2](Cl)(=[O:4])=[O:3].Cl.[CH3:7][C:8]1([CH3:30])[C:28]2[C:11](=[CH:12][C:13]3[NH:17][C:16]([C:18]4[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][C:19]=4[O:25][CH3:26])=[N:15][C:14]=3[CH:27]=2)[NH:10][C:9]1=[O:29].C(N(CC)CC)C>CN(C)C=O>[CH3:7][C:8]1([CH3:30])[C:28]2[C:11](=[CH:12][C:13]3[NH:17][C:16]([C:18]4[CH:23]=[CH:22][C:21]([NH:24][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:20][C:19]=4[O:25][CH3:26])=[N:15][C:14]=3[CH:27]=2)[NH:10][C:9]1=[O:29]

Participants

Conditions

Temperature: 25 °C

Procedure

1.26 g. (11 mmol) methanesulphonyl chloride were slowly added dropwise to a solution of 3.6 g. (10 mmol) 7,7-dimethyl-2-(2-methoxy-4-aminophenyl)-6,7-dihydro-3H,5H-pyrrolo[2,3-f]benzimidazol-6-one hydrochloride and 2.2 g. (22 mmol) triethylamine in 50 ml. dimethylformamide. After stirring for 2 hours at 25° C., the dimethylformamide was distilled off under a high vacuum. The residue was worked up with water and filtered off with suction. Subsequently, it was recrystallised from ethanol to give 2.9 g. (72.5% of theory) of the title compound; m.p. >300° C.

Workup

distillationthe dimethylformamide was distilled off under a high vacuum
filtrationfiltered off with suction
customSubsequently, it was recrystallised from ethanol
customto give 2.9 g

Sources & evidence

ORD record: ord-06401e902c8f4ea99e97bfa1e10dad21
Source dataset: uspto-grants-1987_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04710510

Reaction notes

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