Ammonia → HCID 5327663, compound

HRID 1421144Notes

Reaction equation

HRID 1421144 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([C:10]2[C:11](=O)[O:12][C:13](=[O:25])[C:14]=2[C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]([CH3:24])[CH:16]=2)=[CH:2]1.[NH3:27]>CN(C=O)C>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([C:10]2[C:11](=[O:12])[NH:27][C:13](=[O:25])[C:14]=2[C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]([CH3:24])[CH:16]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18780293HCID 18780293, compound

Product 1

HCID 5327663HCID 5327663, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

160 mg of 3-(1-benzothiophen-3-yl)-4-(1-methyl-3-indolyl)furan-2,5-dione were treated with 2 ml of DMF and 20 ml of 33% aqueous ammonia and the mixture was heated at 140° C. for 5 hours. The cooled mixture was filtered and the residue was washed with water and dried. The solid was purified on silica gel with 50% ethyl acetate in petroleum ether to give 20 mg of 3-(1-benzothiophen-3-yl)-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione, m.p. 250°-255° C.

Workup

  1. filtrationThe cooled mixture was filtered
  2. washthe residue was washed with water
  3. customdried
  4. customThe solid was purified on silica gel with 50% ethyl acetate in petroleum ether

Sources & evidence

ORD record
ord-3580e79cc9aa409b9d4a6e4962d8ae06
Source dataset
uspto-grants-2000_06
Patent number
USRE036736

Reaction notes

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