Ethanol → HCID 54321746, compound

HRID 1378643Notes

Reaction equation

HRID 1378643 reaction equation
C(O)C.[CH3:4][O:5][C:6](=[O:15])[C:7]([C:13]#[N:14])=[C:8]([S:11][CH3:12])SC.[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[C:18]=1[NH:25][NH2:26]>O>[CH3:4][O:5][C:6]([C:7]1[C:8]([S:11][CH3:12])=[N:26][N:25]([C:18]2[C:19]([Cl:24])=[CH:20][C:21]([Cl:23])=[CH:22][C:17]=2[Cl:16])[C:13]=1[NH2:14])=[O:15]

Participants

5

Reactant 3

HCID 702EthanolHCID 79234(2,4,6-Trichlorophenyl)hydrazineHCID 319957Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate

Product 1

HCID 54321746HCID 54321746, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

An ethanol (3.5 l) solution of 2-cyano-3,3-bis-methylsulfanyl-acrylic acid methyl ester (454.3 g, 2.23 mol) and 2,4,6-trichlorophenylhydrazine (472.7 g, 2.23 mol) was vigorously refluxed for 1.5 hours. The reaction mixture was allowed to stand overnight at ambient temperature. Water (850 ml) was added, and the resulting mixture was briskly stirred for 30 minutes. The granular precipitate was filtered and washed with a water/ethanol(1:3 in volume)solution (1 l). The air-dried product was further dried under vacuum (45° C.) for 2 days to afford the title compound as a yellow crystalline solid, m.p. 160°-162° C.

Workup

  1. filtrationThe granular precipitate was filtered
  2. washwashed with a water/ethanol(1:3 in volume)solution (1 l)
  3. customThe air-dried product was further dried under vacuum (45° C.) for 2 days

Sources & evidence

ORD record
ord-491edfdd398c4312884fcfe42b514e86
Source dataset
uspto-grants-1997_09
Patent number
US05668145

Reaction notes

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