Ethanol → HCID 22114835, compound

HRID 1276088Notes

Reaction equation

HRID 1276088 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([C:16]([F:19])([F:18])[F:17])=[CH:11][N:10]=2)[CH:5]=[CH:6][C:7]=1[NH2:8].[C:20](O)(=O)[CH:21]=[O:22].C(O)C>C(O)(=O)C>[Cl:15][C:14]1[C:9]([C:4]2[CH:3]=[C:2]3[C:7]([N:8]=[CH:20][C:21](=[O:22])[NH:1]3)=[CH:6][CH:5]=2)=[N:10][CH:11]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:13]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 760Glyoxylic AcidHCID 22114846HCID 22114846, compound

Product 1

HCID 22114835HCID 22114835, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
23 °C

Procedure

A mixture of 10.0 g of 2-(3,4-diaminophenyl)-3-chloro-5-trifluoromethylpyridine, 5.7 g of a 50% strength by weight aqueous glyoxalic acid solution, 100 ml of ethanol and 50 ml of glacial acetic acid was stirred at 23° C. for 2.5 hours. The solid portion formed was separated off, washed with ethanol and dried. After concentrating, the filtrate gave a further amount of the products. Total yield: 87% (9.9 g of colorless crystals); isomeric ratio according to 1H-NMR=about 1:1).

Workup

  1. customThe solid portion formed
  2. customwas separated off
  3. washwashed with ethanol
  4. customdried
  5. concentrationAfter concentrating
  6. customthe filtrate gave a further amount of the products

Sources & evidence

ORD record
ord-34dd594c939b4da0a604b3df564cbbc0
Source dataset
uspto-grants-2000_12
Patent number
US06165941

Reaction notes

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