Ethanethiol → HCID 13912577, compound

HRID 1788691Notes

Reaction equation

HRID 1788691 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[N:5]([S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH2:4][N:3]=1.FC(F)(F)C(O)=O.C([SH:40])C>ClCCl>[CH3:1][C:2]1[NH:3][C:4](=[S:40])[N:5]([S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 6422Trifluoroacetic acidHCID 86741695HCID 86741695, compound

Product 1

HCID 13912577HCID 13912577, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.95 g (0.0016 mole) of 1, 6-dihydro-2-[(4-methoxyphenyl)methyl]thio]-4-methyl -6-(3-nitrophenyl)-1-(phenylsulfonyl)-5pyrimidinecarboxylic acid, ethyl ester, 0.6 ml (0.0066 mole) of trifluoroacetic acid and 0.24 g (0.0037 mole) of ethanethiol in 20 ml of dichloromethane was stirred at room temperature overnight. The solvent was evaporated and the residue (solid) was treated with isopropyl ether to give 0.68 g of the title compound as a colorless solid, melting point 162°-164° C. Analysis Calc'd. for C20H19N3O6S2 : C, 52.04; H, 4.14; N, 9.10; S, 13.89. Found: C, 51.77; H, 4.09; N, 8.96; S, 13.71.

Workup

  1. customThe solvent was evaporated
  2. additionthe residue (solid) was treated with isopropyl ether

Sources & evidence

ORD record
ord-0a47d9448359468d91c08b73c213d4f4
Source dataset
uspto-grants-1987_08
Patent number
US04684656

Reaction notes

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