Benzaldehyde → HCID 19896815, compound

HRID 1031449Notes

Reaction equation

HRID 1031449 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[NH2:12])[NH:8][C:7](=[O:13])[CH2:6][C:5]2([CH3:15])[CH3:14].[CH:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(O)C>C(O)(=O)C>[CH3:14][C:5]1([CH3:15])[C:4]2[CH:3]=[C:2]3[NH:1][C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[N:12][C:11]3=[CH:10][C:9]=2[NH:8][C:7](=[O:13])[CH2:6]1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 702EthanolHCID 19896766HCID 19896766, compound

Product 1

HCID 19896815HCID 19896815, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.0 g. 6,7-diamino-4,4-dimethyl-1,2,3,4-tetrahydroquinolin-2-one and 1.5 ml. benzaldehyde were stirred for 20 hours in 50 ml. ethanol and 5 ml. glacial acetic acid. Half of the solvent was removed in a vacuum and the remainder was mixed with 50 ml. water and filtered off with suction. After recrystallisation from ethyl acetate, there were obtained 2.4 g. of the title compound; m.p. 296 -298° C.

Workup

  1. customHalf of the solvent was removed in a vacuum
  2. additionthe remainder was mixed with 50 ml
  3. filtrationwater and filtered off with suction
  4. customAfter recrystallisation from ethyl acetate
  5. customthere were obtained 2.4 g

Sources & evidence

ORD record
ord-c0bc992c6c2f4fef867facbfe5794cd8
Source dataset
uspto-grants-1990_09
Patent number
US04954498

Reaction notes

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