Methanethiol → HCID 22402914, compound

HRID 259686Notes

Reaction equation

HRID 259686 reaction equation
[CH3:1][SH:2].CC(C)([O-])C.[K+].Cl[C:10]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][C:11]=1[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][CH3:21])=[O:13]>O1CCCC1>[CH3:21][O:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:12](=[O:13])[C:11]1[CH:22]=[C:23]([N+:26]([O-:28])=[O:27])[CH:24]=[CH:25][C:10]=1[S:2][CH3:1]

Participants

5

Reactant 3

HCID 878MethanethiolHCID 18314473HCID 18314473, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 22402914HCID 22402914, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of methanethiol (1.7 g, 35.3 mmol) in tetrahydrofuran is added to a solution of potassium tertbutoxide (4.0 g, 35.7 mmol) in tetrahydrofuran at 0° C. A solution of 2-chloro-2'-methoxy-5-nitrobenzophenone (10.0 g, 34.3 mmol) is added portionwise to the cold reaction mixture. The reaction mixture is then warmed to and stirred at room temperature overnight and diluted with ice. The resultant aqueous mixture is filtered to give the title product as a yellow solid (9.9 g, mp 119°-122° C.).

Workup

  1. temperatureThe reaction mixture is then warmed to and
  2. additiondiluted with ice
  3. filtrationThe resultant aqueous mixture is filtered

Sources & evidence

ORD record
ord-34e180b92a9a4f72af98f8f420ef8264
Source dataset
uspto-grants-1996_06
Patent number
US05523278

Reaction notes

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