Methanesulfonamide → HCID 20198291, compound

HRID 652034

Reaction equation

HRID 652034 reaction equation
Cl.[CH3:2][Si:3]([CH3:29])([CH3:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1.[CH3:30][S:31]([NH2:34])(=[O:33])=[O:32]>N1C=CC=CC=1>[CH3:2][Si:3]([CH3:29])([CH3:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([NH:34][S:31]([CH3:30])(=[O:33])=[O:32])=[O:24])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 72879MethanesulfonamideHCID 201982304-[14-(Trimethylsilyl)tetradecylamino]benzoyl chloride hydrochloride

Product 1

HCID 20198291HCID 20198291, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 12.3 g. of 4-[14-(trimethylsilyl)tetradecylamino]benzoyl chloride hydrochloride and 2.8 g. of methanesulfonamide in 150 ml. of pyridine is stirred at reflux for 2 hours and then evaporated in vacuo. The residue is partitioned between water and diethyl ether, the aqueous layer acidified with 1N hydrochloric acid, and the organic layer separated, dried with magnesium sulfate and evaporated. Crystallization of the residue affords the product as a white solid.

Workup

  1. temperatureat reflux for 2 hours
  2. customevaporated in vacuo
  3. customThe residue is partitioned between water and diethyl ether
  4. customthe organic layer separated
  5. dry with materialdried with magnesium sulfate
  6. customevaporated
  7. customCrystallization of the residue

Sources & evidence

ORD record
ord-ae62468ef3c546e7b5459000a2be9856
Source dataset
uspto-grants-1987_06
Patent number
US04670421

Linked notes

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