Ammonium Hydroxide → HCID 21791731, compound

HRID 1075352Notes

Reaction equation

HRID 1075352 reaction equation
CC1C=CC(N[N:9]=[C:10]2[C:15]3=[N:16][C:17]4[C:22]([C:23](=[O:24])[N:14]3[CH2:13][CH2:12][CH2:11]2)=[CH:21][CH:20]=[CH:19][CH:18]=4)=CC=1.[OH-].[NH4+]>O>[CH3:23][C:22]1[CH:21]=[C:20]2[C:11]3[CH2:12][CH2:13][N:14]4[C:23](=[O:24])[C:22]5[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=5[N:16]=[C:15]4[C:10]=3[NH:9][C:19]2=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 57123210HCID 57123210, compound

Product 1

HCID 21791731HCID 21791731, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

1 g. of 6-[(4-Methyl-phenyl)-hydrazono]-6,7,8,9-tetrahydro-11H-pyrido [2,1-b] quinazoline-11-one is added in small portions to 10 g. of polyphosphoric acid heated to 180° C. within 5 minutes. After adding the above substance the reaction mixture is stirred for 30 minutes at 180° C. After cooling the mixture is diluted to 40 ml. of water and the pH of the solution is adjusted to 5 by adding 25 V/W% ammoniumhydroxide solution. The precipitated crystals are filtered and washed with water. After drying the product is dissolved in dimethylformamide and treated with active charcoal at 100° C. The dimethylformamide solution is diluted with water whereafter yellowish-white crystals are obtained which are filtered and washed with water. After drying 0.6 g. (63%) of 10-methyl-7,8-dihydro-5H,13H-indolo [2', 3';3,4]-pyrido [2,1-b] quinazoline-5-one are obtained.

Workup

  1. additionAfter adding the above substance the reaction mixture
  2. temperatureAfter cooling the mixture
  3. additionis diluted to 40 ml
  4. filtrationThe precipitated crystals are filtered
  5. washwashed with water
  6. customAfter drying the product
  7. dissolutionis dissolved in dimethylformamide
  8. additiontreated with active charcoal at 100° C
  9. additionThe dimethylformamide solution is diluted with water whereafter yellowish-white crystals
  10. customare obtained which
  11. filtrationare filtered
  12. washwashed with water
  13. customAfter drying 0.6 g

Sources & evidence

ORD record
ord-51523ccb95494694a08e795b28776fb6
Source dataset
uspto-grants-1983_07
Patent number
US04395549

Reaction notes

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