Ethanethiol → HCID 86746713, compound

HRID 1590295Notes

Reaction equation

HRID 1590295 reaction equation
COC1C=CC(C[S:10][C:11]2[N:12]([C:32]([C:34]3[CH:39]=[CH:38][C:37]([N+:40]([O-:42])=[O: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]([N+:40]([O-:42])=[O: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 86746714HCID 86746714, compound

Product 1

HCID 86746713HCID 86746713, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.3 g. (0.0022 mole) of 1,6-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-4-methyl-6-(3-nitrophenyl)-1-[(4-nitrophenyl)carbonyl]-5pyrimidinecarboxylic acid, ethyl ester, 0.75 ml. (0.0097 mole) of trifluoroacetic acid and 0.32 g. (0.0050 mole) of ethanethiol in 15 ml. of dichloromethane is stirred at room temperature for 24 hours. The solvent is evaporated and the residue is triturated with isopropyl ether to give 0.95 . g of the title compound as a yellow solid, m.p. 139°-141°. TLC (silica gel; ethyl acetate:hexane, 1:1) Rf =0.35.

Workup

  1. customThe solvent is evaporated
  2. customthe residue is triturated with isopropyl ether
  3. customto give 0.95

Sources & evidence

ORD record
ord-93353c95549c4151898ced33aad82b0a
Source dataset
uspto-grants-1993_04
Patent number
US05202330

Reaction notes

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