4-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehyde → 4-Methyl-2-oxo-3-(4-oxo-2,4,6,7-tetrahydro-pyrano[3,4-c]pyrrol-1-ylmethylene)-2,3-dihydro-1H-indole-5-sulfonic Acid Methylamide

HRID 991793Notes

Reaction equation

HRID 991793 reaction equation
[CH3:1][NH:2][S:3]([C:6]1[C:7]([CH3:16])=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9]2)(=[O:5])=[O:4].[O:17]=[C:18]1[C:23]2=[CH:24][NH:25][C:26]([CH:27]=O)=[C:22]2[CH2:21][CH2:20][O:19]1>>[CH3:1][NH:2][S:3]([C:6]1[C:7]([CH3:16])=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[C:9]2=[CH:27][C:26]1[NH:25][CH:24]=[C:23]2[C:18](=[O:17])[O:19][CH2:20][CH2:21][C:22]=12)(=[O:5])=[O:4]

Participants

3

Reactant 2

HCID 98340494-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehydeHCID 690525894-Methyl-5-methylaminosulfonyl-2-oxindole

Product 1

HCID 697076174-Methyl-2-oxo-3-(4-oxo-2,4,6,7-tetrahydro-pyrano[3,4-c]pyrrol-1-ylmethylene)-2,3-dihydro-1H-indole-5-sulfonic Acid MethylamideYield 97%

Procedure

4-Methyl-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid methylamide (0.2 g, 0.83 mmol) was condensed with 4-oxo-2,4,6,7-tetrahydro-pyrano[3,4-c]pyrrole-1-carbaldehyde (1.2 eq, 0.17 g) to give 0.31 g (97%) of the title compound as a yellow solid.

Sources & evidence

ORD record
ord-5a95de4efe044e4ebb340104419cdf3a
Source dataset
uspto-grants-2002_10
Patent number
US06465507B2

Reaction notes

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