Water → HCID 20066534, compound

HRID 358571Notes

Reaction equation

HRID 358571 reaction equation
[CH:1]1[CH:13]=[CH:12][C:11]2[CH2:14][CH2:15][N:9]3[C:10]=2[C:2]=1[C:3]1[C:4](=[N:16]O)[CH2:5][CH2:6][CH2:7][C:8]=13.[OH2:18]>>[CH:1]1[CH:13]=[CH:12][C:11]2[CH2:14][CH2:15][N:9]3[C:10]=2[C:2]=1[C:3]1[C:4](=[O:18])[NH:16][CH2:5][CH2:6][CH2:7][C:8]=13

Participants

3

Reactant 2

HCID 962WaterHCID 85608038HCID 85608038, compound

Product 1

HCID 20066534HCID 20066534, compound

Procedure

4,5,8,9-Tetrahydropyrrolo[3,2,1-jk]carbazol-10(7H)-one oxime (244 mg) was added to polyphosphoric acid (20 ml) at 120°, and the mixture was stirred at 120° for 1 h. After cooling, the mixture was poured into water (150 ml) and extracted with dichloromethane: ethanol (10:1; 4×100 ml). The combined, dried organic extracts were evaporated under reduced pressure to give a solid (150 mg) which was purified by FCC eluting with System A (100:10:1) to give the title compound (92 mg), t.l.c. (System A, 100:10:1) Rf 0.47.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with dichloromethane: ethanol (10:1; 4×100 ml)
  3. customdried organic extracts were evaporated under reduced pressure

Sources & evidence

ORD record
ord-8c90830e5bfc475c9219da9a91b320d6
Source dataset
uspto-grants-1991_03
Patent number
US04997831

Reaction notes

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