Benzaldehyde → HCID 13971304, compound

HRID 1650665Notes

Reaction equation

HRID 1650665 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=[CH:4][C:3]=1[CH3:17].[CH:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1(C)C(C)=CC=CC=1>[CH2:10]([O:9][C:6]1[C:7]2[NH:8][C:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:1][C:2]=2[C:3]([CH3:17])=[CH:4][CH:5]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 13971288HCID 13971288, compound

Product 1

HCID 13971304HCID 13971304, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 2,3-diamino-4-benzyloxytoluene (5.0 g) and benzaldehyde (5.52 g, 2 mol. equiv.) in xylene (75 ml) was heated under reflux for 3 h, and then left for 18 h at room temperature. The resulting crystalline product was filtered, washed with ether, and recrystallized from ethanol to afford the title compound, 4.13 g, m.p. 221°-224° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 h
  3. filtrationThe resulting crystalline product was filtered
  4. washwashed with ether
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-4376f82b547e44b59d0f5527103cb406
Source dataset
uspto-grants-1990_05
Patent number
US04925853

Reaction notes

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