Acetic Acid → HCID 14838482, compound

HRID 1381541Notes

Reaction equation

HRID 1381541 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:14]=[CH:13][N:12]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:11]=2)=[CH:5][CH:4]=1.Br.C(O)(=O)C.C(=O)(O)[O-].[Na+]>O>[C:16]1([CH2:15][N:12]2[CH:13]=[CH:14][C:10]([NH:9][C:6]3[CH:5]=[CH:4][C:3]([OH:2])=[CH:8][CH:7]=3)=[N:11]2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 14838481HCID 14838481, compound

Product 1

HCID 14838482HCID 14838482, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title pyrazole of Example 3 (6.3 g) was heated on a steam bath in a mixture of aqueous HBr (48%, 200 ml) and glacial acetic acid (25 ml) for 6 hours. The reaction mixture was cooled, poured into water, neutralised with sodium bicarbonate, extracted with ethyl acetate, washed with brine, dried and evaporated to give after chromatography the title compound, 1.0 g, mp 114°-116° (from cyclohexane/ethyl acetate).

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-d9f9c6b96e474908bdc376d7b36aecd4
Source dataset
uspto-grants-1989_02
Patent number
US04803216

Reaction notes

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