HCID 73843873, compound → HCID 135818870, compound

HRID 1075354Notes

Reaction equation

HRID 1075354 reaction equation
CC1C=CC(N[N:9]=[C:10]2[C:15]3=[N:16][C:17]4[CH2:18][CH2:19][CH2:20][CH2:21][C:22]=4[C:23](=[O:24])[N:14]3[CH:13]([CH3:25])[CH2:12][CH2:11]2)=CC=1>O>[CH3:25][CH:13]1[N:14]2[C:15](=[N:16][C:17]3[CH2:18][CH2:19][CH2:20][CH2:21][C:22]=3[C:23]2=[O:24])[C:10]2[NH:9][C:19]3[C:20]([C:11]=2[CH2:12]1)=[CH:21][C:22]([CH3:23])=[CH:17][CH:18]=3

Participants

3

Reactant 1

HCID 73843873HCID 73843873, compound

Product 1

HCID 135818870HCID 135818870, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g. of 6-(4-Methyl-phenylhydrazono)-9-methyl-1,2,3,4,6,7,8,9-octahydro-pyrido[2,1-b]quinazoline-11-one is added to 10 g. of polyphosphoric acid heated to 180° C. and the reaction mixture is heated for 40 minutes at this temperature. After cooling the mixture is diluted with 60 ml. of water. A yellowish-white crystalline precipitate is obtained which is filtered and washed with water. After drying the obtained solid is dissolved in chloroform and the undissolved part is filtered off. The solution is treated with active charcoal and evaporated. The obtained yellowish white oil is crystallized from ethyl acetate. 0.4 g. of 7,10-dimethyl-5-oxo-1,2,3,4,7,8-hexahydro-5H,13H-indolo[2',3';3,4]pyrido [2,1-b]quinazoline are obtained melting at 220° C.

Workup

  1. temperaturethe reaction mixture is heated for 40 minutes at this temperature
  2. temperatureAfter cooling the mixture
  3. additionis diluted with 60 ml
  4. customA yellowish-white crystalline precipitate is obtained which
  5. filtrationis filtered
  6. washwashed with water
  7. customAfter drying the obtained solid
  8. dissolutionis dissolved in chloroform
  9. filtrationthe undissolved part is filtered off
  10. additionThe solution is treated with active charcoal
  11. customevaporated
  12. customThe obtained yellowish white oil is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-22c5f550bc8340d6a9bf6f4f79cf55f3
Source dataset
uspto-grants-1983_07
Patent number
US04395549

Reaction notes

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