Ammonia → HCID 5327672, compound

HRID 1421146Notes

Reaction equation

N[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[CH:6]=[C:5]2[C:12]1[C:13](=[O:28])O[C:15](=[O:27])[C:16]=1[C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]([CH3:26])[CH:18]=1.[NH3:29].C[N:31](C=O)C>>[NH2:29][C:23]1[CH:24]=[C:25]2[C:20](=[CH:21][CH:22]=1)[N:19]([CH3:26])[CH:18]=[C:17]2[C:16]1[C:15](=[O:27])[NH:31][C:13](=[O:28])[C:12]=1[C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[CH:2][CH:3]=2)[N:7]([CH3:11])[CH:6]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 6228Dimethylformamide

HCID 18780282HCID 18780282, compound

Product 1

HCID 5327672HCID 5327672, compound

Conditions

Temperature: 140 °C

Procedure

0.17 g of 3-(5-amino-1-methyl-3-indolyl)-4-(1-methyl-3-indolyl)furan-2,5-dione was treated with 4 ml of DMF and 30 ml of 33% aqueous ammonia and the mixture was heated at 140° C. for 4 hours. The cooled solution was filtered and the residue was washed with water to give 0.08 g of 3-(5-amino-1-methyl-3-indolyl)-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione , m.p. 254°-256° C.

Workup

filtrationThe cooled solution was filtered
washthe residue was washed with water

Sources & evidence

ORD record: ord-be59b14bf2fa4e1f9d1f3e9a702b0b45
Source dataset: uspto-grants-2000_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE036736

Reaction notes

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