Ammonia → 8,8-Dimethyl-2-(4-aminocarbonylphenyl)-5,6,7,8-tetrahydro-1H-imidazo[4,5-g]quinolin-6-one

HRID 1031451Notes

Reaction equation

HRID 1031451 reaction equation
[CH3:1][C:2]1([CH3:24])[C:11]2[CH:10]=[C:9]3[NH:12][C:13]([C:15]4[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=4)=[N:14][C:8]3=[CH:7][C:6]=2[NH:5][C:4](=[O:23])[CH2:3]1.S(=O)(=O)(O)[OH:26].N>>[CH3:1][C:2]1([CH3:24])[C:11]2[CH:10]=[C:9]3[NH:12][C:13]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([NH2:22])=[O:26])=[CH:17][CH:16]=4)=[N:14][C:8]3=[CH:7][C:6]=2[NH:5][C:4](=[O:23])[CH2:3]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 19896761HCID 19896761, compound

Product 1

HCID 198968348,8-Dimethyl-2-(4-aminocarbonylphenyl)-5,6,7,8-tetrahydro-1H-imidazo[4,5-g]quinolin-6-one

Procedure

3.6 g. of the compound obtained in Example 26 were introduced into 70 ml. concentrated sulphuric acid and stirred for 24 hours at 25° C. Subsequently, the reaction mixture was poured on to ice, neutralised with a concentrated aqueous solution of ammonia, filtered off with suction and well washed with water to give 1.8 g. of the title compound which, after crystallisation from ethanol/water, had a melting point of 317-319° C.

Workup

  1. additionSubsequently, the reaction mixture was poured on to ice
  2. filtrationfiltered off with suction
  3. washwell washed with water
  4. customto give 1.8 g
  5. customof the title compound which, after crystallisation from ethanol/water

Sources & evidence

ORD record
ord-ec94f90531f34181b43ee892c523887a
Source dataset
uspto-grants-1990_09
Patent number
US04954498

Reaction notes

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