Ammonium Hydroxide → HCID 12018143, compound

HRID 1017569Notes

Reaction equation

HRID 1017569 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[C:12](=[O:30])O[C:14](=[O:29])[C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][CH2:24][CH2:25][N:26]=[N+:27]=[N-:28])[CH:17]=2)=[CH:3]1.[OH-].[NH4+:32]>CN(C=O)C.O>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[C:12](=[O:30])[NH:32][C:14](=[O:29])[C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][CH2:24][CH2:25][N:26]=[N+:27]=[N-:28])[CH:17]=2)=[CH:3]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 12018138HCID 12018138, compound

Product 1

HCID 12018143HCID 12018143, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 3-(1-methylindol-3-yl)-4-[3-(3-azidopropyloxy)phenyl]furan-2,5-dione (1.0 g) in DMF (7 mL) was added and ammonium hydroxide (50 mL). The reaction mixture was heated at 140° C. for 3.5 h, then cooled to room temperature and diluted with water. The precipitates were filtered and dried to give 3-(1-methylindol-3-yl)-4-[3-(3-azidopropyloxy)phenyl]-1H-pyrrole-2,5-dione (0.58 g). MS (EI): M+ 401.

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe precipitates were filtered
  3. customdried

Sources & evidence

ORD record
ord-313b927eb1754d0ab2086177d2d14339
Source dataset
uspto-grants-2002_11
Patent number
US06479490B2

Reaction notes

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