Ethanethiol → HCID 14788045, compound

HRID 1590294Notes

Reaction equation

HRID 1590294 reaction equation
COC1C=CC(C[S:10][C:11]2[N:12]([C:32]([C:34]3[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=3)=[O:33])[CH:13]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=3)[C:14]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:15]([CH3:17])[N:16]=2)=CC=1.FC(F)(F)C(O)=O.C(S)C>ClCCl>[CH3:17][C:15]1[NH:16][C:11](=[S:10])[N:12]([C:32]([C:34]2[CH:35]=[CH:36][C:37]([O:40][CH3:41])=[CH:38][CH:39]=2)=[O:33])[CH:13]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=2)[C:14]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 6422Trifluoroacetic acidHCID 14788028HCID 14788028, compound

Product 1

HCID 14788045HCID 14788045, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.5 g. (0.0026 mole) of 1,6-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-4-methyl-6-(3-nitrophenyl)-1-[(4-methoxyphenyl)carbonyl]-5-pyrimidinecarboxylic acid, ethyl ester in 15 ml. of dichloromethane is treated with 0.88 ml. (0.0113 mole) of trifluoroacetic acid and 0.38 g. (0.0059 mole) of ethanethiol. After stirring for 48 hours, the solvent is evaporated and the oil residue is triturated with isopropyl ether to form 0.91 g. of the title compound as a yellow solid, m. p. 130°-132°. TLC(silica gel; ethyl acetate hexane, 1:1) Rf =0.50.

Workup

  1. customthe solvent is evaporated
  2. customthe oil residue is triturated with isopropyl ether
  3. customto form 0.91 g

Sources & evidence

ORD record
ord-95b0cdaa8fa44d248fa62deee244998b
Source dataset
uspto-grants-1993_04
Patent number
US05202330

Reaction notes

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