HCID 258283, compound → HCID 54315390, compound

HRID 2051469Notes

Reaction equation

HRID 2051469 reaction equation
Cl[CH2:2][C:3](=O)[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1.C[O:17][C:18]([NH:20][NH2:21])=[S:19]>C(#N)C>[N+:12]([C:9]1[CH:10]=[CH:11][C:6]([CH:5]=[CH:4][CH:3]2[CH2:2][S:19][C:18](=[O:17])[NH:20][NH:21]2)=[CH:7][CH:8]=1)([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 258283HCID 258283, compoundHCID 10171237O-methyl hydrazinecarbothioate

Product 1

HCID 54315390HCID 54315390, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution containing 11.2 g of 1-chloro-4-(4-nitrophenyl)-2-oxo-3-butene (J. Org. Chem. 28, 2446, 1963) and 6.8 g of hydrazinecarbothioic acid O-methylester in 200 ml of acetonitrile was refluxed for 3 h. The crystals were filtered and washed with acetonitrile and ether. Yield 7.7 g (59%), mp. 231°-240° C.

Workup

  1. temperaturewas refluxed for 3 h
  2. filtrationThe crystals were filtered
  3. washwashed with acetonitrile and ether

Sources & evidence

ORD record
ord-8a644c52b3ed4585b2a1d170f07ea2c0
Source dataset
uspto-grants-1991_05
Patent number
US05019575

Reaction notes

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