Sodium methanethiolate → HCID 57901718, compound

HRID 1851586Notes

Reaction equation

HRID 1851586 reaction equation
Cl[CH2:2][C:3]1[S:4][CH:5]=[CH:6][C:7]=1[S:8]([N:11]([CH3:26])[C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:20]=1[NH:19][C:18]([C:21]1[S:22][CH:23]=[CH:24][N:25]=1)=[CH:17]2)(=[O:10])=[O:9].[CH3:27][S-:28].[Na+]>O1CCCC1>[CH3:26][N:11]([C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:20]=1[NH:19][C:18]([C:21]1[S:22][CH:23]=[CH:24][N:25]=1)=[CH:17]2)[S:8]([C:7]1[CH:6]=[CH:5][S:4][C:3]=1[CH2:2][S:28][CH3:27])(=[O:10])=[O:9]

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 57901769HCID 57901769, compound

Product 1

HCID 57901718HCID 57901718, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-(chloromethyl)-N-methyl-N-[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]thiophene-3-sulfonamide (250 mg) and sodium methanethiolate (50 mg) in tetrahydrofuran (5 mL) was stirred at room temperature for 1 hr. The reaction mixture was concentrated, and the obtained crystals were collected by filtration. The crystals were washed with water and diethyl ether, and dried to give the title compound (256 mg, yield 99%) as pale-brown crystals. melting point 213° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. filtrationthe obtained crystals were collected by filtration
  3. washThe crystals were washed with water and diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-ff04fcc65e194fc498fbd5a495e73e3a
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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