Hydrazine hydrate (1:1) → HCID 86742015, compound

HRID 568516Notes

Reaction equation

HRID 568516 reaction equation
BrC1C=CSC=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)=O.O.[NH2:18][NH2:19]>C(O)CO>[CH3:16][O:15][C:11]1[CH:10]=[C:9]([CH:7]=[N:18][NH2:19])[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21915416(3-Bromothien-2-yl) (3-methoxyphenyl)methanone

Product 1

HCID 86742015HCID 86742015, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of (3-Bromothien-2-yl) (3-methoxyphenyl)methanone (10.0 g), hydrazine hydrate (10 ml, above 99% purity), and 75 ml of ethylene glycol was heated at 130° C. for three hours. The reaction mixture was then quenched with water and extracted with ether. The ether solution was washed three times with water and dried over anhydrous magnesium sulfate. The ether was then evaporated to give 5.5 g of an oil. This was then column chromatographed on a silica gel column packed in hexane using 15% ether/hexane as an eluent. The solid from the column was then recrystallized from ether/hexane.

Workup

  1. customThe reaction mixture was then quenched with water
  2. extractionextracted with ether
  3. washThe ether solution was washed three times with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe ether was then evaporated

Sources & evidence

ORD record
ord-44629ef3d755494fba9f296ed793febf
Source dataset
uspto-grants-1988_03
Patent number
US04728651

Reaction notes

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