2-Thiophenethiol → HCID 20475722, compound

HRID 905219Notes

Reaction equation

HRID 905219 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[SH:14]>CC[O-].[Na+]>[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[S:14][C:2]1[N:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 5226742-ThiophenethiolHCID 5906412,5-Dichloropyrimidine

Product 1

HCID 20475722HCID 20475722, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 2723922Sodium ethoxideSolvent

Procedure

2,5-Dichloropyrimidine (11.3 mmol) was added to a solution of thiophene-2-thiol (12.3 mmol) in ethanolic (50 ml) 0.246 M NaOEt. The reaction mixture was stirred at room temperature for 15 min and heated under reflux for 2 h. The solvent was then evaporated, the residue extracted with chloroform, the chloroform solution washed with 2 M NaOH and the dried (MgSO4) solution evaporated to leave the sulfide; yield 89%, m.p. 65° C. (pet. ether b.p. 100° C.). 1 H NMR (CDCl3); δ7.03, 7.26, 7.53 (thiophene), 8.40 (H-4, H-6).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 h
  3. customThe solvent was then evaporated
  4. extractionthe residue extracted with chloroform
  5. washthe chloroform solution washed with 2 M NaOH
  6. dry with materialthe dried (MgSO4) solution
  7. customevaporated

Sources & evidence

ORD record
ord-ea00a1c6c6904b4c97b1c90c999efaef
Source dataset
uspto-grants-1983_12
Patent number
US04423047

Reaction notes

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