Acetic Acid → HCID 19896855, compound

HRID 1196905Notes

Reaction equation

HRID 1196905 reaction equation
[CH3:1][C:2]1([CH3:23])[C:11]2[CH:10]=[C:9]3[NH:12][C:13]([C:15]4[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=4)=[N:14][C:8]3=[CH:7][C:6]=2[NH:5][C:4](=[O:22])[CH2:3]1.C(O)(=O)C.CO[CH:30]1[CH2:34][CH2:33][CH:32](OC)O1>Cl.O>[CH3:1][C:2]1([CH3:23])[C:11]2[CH:10]=[C:9]3[NH:12][C:13]([C:15]4[CH:20]=[CH:19][C:18]([N:21]5[CH:30]=[CH:34][CH:33]=[CH:32]5)=[CH:17][CH:16]=4)=[N:14][C:8]3=[CH:7][C:6]=2[NH:5][C:4](=[O:22])[CH2:3]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 790982,5-DimethoxytetrahydrofuranHCID 19896769HCID 19896769, compound

Product 1

HCID 19896855HCID 19896855, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 962WaterSolvent

Procedure

3.06 g. 8,8-dimethyl-2-(4-aminophenyl)-5,6,7,8-tetrahydro-1H-imidazo[4,5-g]quinolin-6-one (see Example 38) were allowed to stand for 20 hours at 25° C. with 30 ml. glacial acetic acid, 5 ml. water, 2 drops of concentrated hydrochloric acid and 1.32 ml. 2,5-dimethoxytetrahydrofuran. The reaction mixture was then washed with 100 ml. water. After crystallization from ethanol, there was obtained 0.8 g. of the title compound; m.p. 329°-350° C. (decomp.).

Workup

  1. washThe reaction mixture was then washed with 100 ml
  2. customAfter crystallization from ethanol
  3. customthere was obtained 0.8 g

Sources & evidence

ORD record
ord-14bc1f48fff446bf84dc0900398f665d
Source dataset
uspto-grants-1992_05
Patent number
US05116843

Reaction notes

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