4-Cyanobenzaldehyde → HCID 19896761, compound

HRID 1196898Notes

Reaction equation

HRID 1196898 reaction equation
[CH3:1][C:2]1([CH3:15])[C:11]2[C:6](=[CH:7][C:8]([NH2:13])=[C:9]([NH2:12])[CH:10]=2)[NH:5][C:4](=[O:14])[CH2:3]1.[C:16]([C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1)#[N:17]>C(O)C>[CH3:1][C:2]1([CH3:15])[C:11]2[CH:10]=[C:9]3[NH:12][C:22]([C:21]4[CH:24]=[CH:25][C:18]([C:16]#[N:17])=[CH:19][CH:20]=4)=[N:13][C:8]3=[CH:7][C:6]=2[NH:5][C:4](=[O:14])[CH2:3]1

Participants

4

Reactant 2

HCID 660424-CyanobenzaldehydeHCID 19896766HCID 19896766, compound

Product 1

HCID 19896761HCID 19896761, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.1 g. 4,4-dimethyl-6,7-diamino-1,2,3,4-tetrahydroquinolin-2-one and 2.6 g. 4-cyanobenzaldehyde were stirred in 100 ml. ethanol for 7 days at 25° C. with the action of air. Subsequently, the reaction mixture was evaporated to 10 ml., mixed with 10 ml. water, filtered off with suction and recrystallized from ethanol/water (1:1 v/v) to give 5 g. of the title compound; m.p. 228°-233° C.

Workup

  1. customSubsequently, the reaction mixture was evaporated to 10 ml
  2. addition, mixed with 10 ml
  3. filtrationwater, filtered off with suction
  4. customrecrystallized from ethanol/water (1:1 v/v)
  5. customto give 5 g

Sources & evidence

ORD record
ord-0b75ebc26e94443291b9d3a58a30be90
Source dataset
uspto-grants-1992_05
Patent number
US05116843

Reaction notes

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