HCID 11726157, compound → HCID 10450366, compound

HRID 1534364Notes

Reaction equation

HRID 1534364 reaction equation
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:23])=[CH:13][CH:12]=[CH:11][C:10]=2[C:24]([O:26]C)=O)(=[O:5])[CH2:2][CH2:3][CH3:4].[NH3:28].CO>>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:23])=[CH:13][CH:12]=[CH:11][C:10]=2[C:24]([NH2:28])=[O:26])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 11726157HCID 11726157, compoundHCID 21705897Ammonia methanol

Product 1

HCID 10450366HCID 10450366, compoundYield 49%

Procedure

Methyl 3-butyryl-4-(2-methylphenylamino)quinoline-8-carboxylate (1.03 g, 2.8 mmol) and saturated methanol ammonia (50 ml) were heated to 140° in a pressure vessel for 4 hours. The solid which crystallised on cooling was filtered off and recrystallised from ethanol to give 3-butyryl-4-(2-methylphenylamino)quinoline-8-carboxamide (0.48 g, 49%), m.p. 185-187° .

Workup

  1. customThe solid which crystallised
  2. temperatureon cooling
  3. filtrationwas filtered off
  4. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-9c301dfcd7f64d2080f83d76643b2832
Source dataset
uspto-grants-1992_02
Patent number
US05089498

Reaction notes

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