Acetic Acid → HCID 22334559, compound

HRID 2242174Notes

Reaction equation

HRID 2242174 reaction equation
[CH:1]([C:3]1[C:4](=[O:15])[O:5][C:6]2[C:11]([C:12]=1Cl)=[CH:10][C:9]([CH3:14])=[CH:8][CH:7]=2)=O.[NH2:16][NH2:17].[C:18]([OH:21])(=[O:20])[CH3:19].[CH2:22](O)[CH3:23]>>[CH2:22]([O:20][C:18](=[O:21])[CH2:19][N:16]1[C:12]2[C:11]3[CH:10]=[C:9]([CH3:14])[CH:8]=[CH:7][C:6]=3[O:5][C:4](=[O:15])[C:3]=2[CH:1]=[N:17]1)[CH3:23]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 702EthanolHCID 9321HydrazineHCID 12682814-Chloro-3-formyl-6-methylcoumarin

Product 1

HCID 22334559HCID 22334559, compound

Procedure

A mixture of 3-formyl-4-chloro-6-methylcoumarin f (2.2 g, 10 mmol), hydrazine (10 mmol), and a catalytic amount of acetic acid was heated in absolute ethanol (20 mL) at refluxed for 2 h. The reaction mixture was cooled to rt which resulted in the precipitation of g. The product g was filtered, washed with ethanol and used directly in the next reaction without further purification: LC MS (Method B): 287 (M+1).

Workup

  1. temperatureat refluxed for 2 h
  2. customresulted in the precipitation of g
  3. filtrationThe product g was filtered
  4. washwashed with ethanol
  5. customused directly in the next reaction without further purification

Sources & evidence

ORD record
ord-5cbe587105ad4353ac9e4e0438ac32d6
Source dataset
uspto-grants-2010_03
Patent number
US07671069B2

Reaction notes

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