Methylamine → HCID 68784750, compound

HRID 2283314Notes

Reaction equation

HRID 2283314 reaction equation
[CH3:1][NH2:2].[CH:3]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[S:8][C:7]=2[CH:6]=[CH:5][C:4]=1[S:16](Cl)(=[O:18])=[O:17]>S1(CCCC1)(=O)=O.O>[CH3:1][NH:2][S:16]([C:4]1[CH:5]=[CH:6][C:7]2[S:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[C:11]=2[CH:3]=1)(=[O:18])=[O:17]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 15148089Dibenzo[b,d]thiophene-2-sulfonyl chloride

Product 1

HCID 68784750HCID 68784750, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 31347SulfolaneSolvent

Procedure

A large excess of aqueous methylamine was added to a suspension of dibenzo[b,d]thiophene-2-sulfonyl chloride (2.83 g) in sulfolane (15 ml) and the mixture was stirred at RT for 3 h. The reaction mixture was diluted with water, and the precipitate was recovered, washed with water, dried and purified by silica gel chromatography eluting with a gradient of ethyl acetate:DCM of 0:100 to 10:90 to give the title compound (1.79 g, 64%).

Workup

  1. customthe precipitate was recovered
  2. washwashed with water
  3. customdried
  4. custompurified by silica gel chromatography
  5. washeluting with a gradient of ethyl acetate

Sources & evidence

ORD record
ord-15911a9013df404bbfe80b2581b3c8f7
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

Loading…