Dimethylformamide → HCID 18780224, compound

HRID 345671Notes

Reaction equation

HRID 345671 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16]2[C:17](=O)[O:18][C:19](=[O:31])[C:20]=2[C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:23]([CH3:30])[CH:22]=2)=[CH:8]1)=[N+:2]=[N-:3].C[N:34](C=O)C>N>[N:1]([CH2:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16]2[C:17](=[O:18])[NH:34][C:19](=[O:31])[C:20]=2[C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:23]([CH3:30])[CH:22]=2)=[CH:8]1)=[N+:2]=[N-:3]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 18780217HCID 18780217, compound

Product 1

HCID 18780224HCID 18780224, compound

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 2.50 g of 3-[1-(3-azidopropyl)-3-indolyl]-4-(1-methyl-3-indolyl)furan-2,5-dione in 13 ml of DMF and 18 ml of 33% aqueous ammonia was heated to 140° C. for 4 hours. The product was filtered off from the cooled mixture to give 2.27 g of 3-[1-(3-azidopropyl)-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione, m.p. 222°-224° C.

Workup

  1. filtrationThe product was filtered off from the cooled mixture

Sources & evidence

ORD record
ord-3e591cf09dae4b68ad1435f81f574031
Source dataset
uspto-grants-1991_10
Patent number
US05057614

Reaction notes

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