Salicylaldehyde → HCID 136176272, compound

HRID 2198827Notes

Reaction equation

HRID 2198827 reaction equation
[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[NH2:10][C:11]1[CH:16]=[C:15]([Cl:17])[C:14]([N:18]=[CH:19][N:20]([CH3:22])[CH3:21])=[C:13]([Cl:23])[CH:12]=1>C(O)C>[Cl:17][C:15]1[CH:16]=[C:11]([N:10]=[CH:1][C:2]2[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=2[OH:4])[CH:12]=[C:13]([Cl:23])[C:14]=1[N:18]=[CH:19][N:20]([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 6998SalicylaldehydeHCID 13059650HCID 13059650, compound

Product 1

HCID 136176272HCID 136176272, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.7 g. of salicylaldehyde and 7.0 g. of N'-[4-amino-2,6-dichlorophenyl]-N,N-dimethylformamidine is heated neat at 80° C. for 18 hours. The mixture is cooled and ethanol is added to give crystals. The mixture is heated and then cooled to recrystallize the product. The product is collected, washed with cold ethanol then ether to give 9.0 g. of the product of the Example as yellow crystals, m.p. 113°-115° C.

Workup

  1. additionA mixture of 3.7 g
  2. temperatureThe mixture is cooled
  3. customto give crystals
  4. temperatureThe mixture is heated
  5. temperaturecooled
  6. customto recrystallize the product
  7. customThe product is collected
  8. washwashed with cold ethanol
  9. customether to give 9.0 g

Sources & evidence

ORD record
ord-40a2a6455bb642c391591bca7f2c812e
Source dataset
uspto-grants-1982_11
Patent number
US04360466

Reaction notes

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