Ethanethiol → HCID 13885861, compound

HRID 1788756Notes

Reaction equation

HRID 1788756 reaction equation
COC1C=CC(C[S:10][C:11]2[N:12]([CH2:31][CH:32]=[CH2:33])[CH:13]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([N+:28]([O-:30])=[O:29])[CH:23]=3)[C:14]([C:18]([O:20][CH3:21])=[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]([CH2:31][CH:32]=[CH2:33])[CH:13]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([N+:28]([O-:30])=[O:29])[CH:23]=2)[C:14]=1[C:18]([O:20][CH3:21])=[O:19]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 6422Trifluoroacetic acidHCID 13885860HCID 13885860, compound

Product 1

HCID 13885861HCID 13885861, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,6-Dihydro-2-[[(4-methoxyphenyl)methyl]thio]-4-methyl-6-(3-nitrophenyl)-1-(2-propenyl)-5-pyrimidinecarboxylic acid, methyl ester (1.0 g, 2.14 mmol) in 15 ml of dichloromethane under argon at room temperature was treated with trifluoroacetic acid (0.6 ml, 0.85 g, 7.7 mmole) and ethanethiol (0.4 ml, 0.33 g, 5.4 mmole). No change (tlc) occurred within 2 hours. Heating at reflux temperature, however, effected complete reaction in several hours.

Workup

  1. temperatureHeating
  2. temperatureat reflux temperature
  3. customreaction in several hours

Sources & evidence

ORD record
ord-ebc0f98a75d5489382dc12d3f1ffea4a
Source dataset
uspto-grants-1987_08
Patent number
US04684655

Reaction notes

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