Hydrochloric Acid → HCID 66878575, compound

HRID 1015772Notes

Reaction equation

HRID 1015772 reaction equation
[CH:1]1([NH:4][S:5]([C:8]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:9]=2[CH2:10][NH:11]C(=O)C)(=[O:7])=[O:6])[CH2:3][CH2:2]1.Cl>C(O)C>[NH2:11][CH2:10][C:9]1[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:8]=1[S:5]([NH:4][CH:1]1[CH2:2][CH2:3]1)(=[O:6])=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66877920HCID 66877920, compound

Product 1

HCID 66878575HCID 66878575, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

(Step 2) To a solution of N-[2-(cyclopropylsulfamoyl)-5-fluorobenzyl]acetamide obtained in Step 1 (2.22 g) in ethanol (20 ml) was added hydrochloric acid (10 ml) at room temperature, and the mixture was stirred overnight at 80° C. The reaction solvent was evaporated under reduced pressure, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give 2-(aminomethyl)-N-cyclopropyl-4-fluorobenzenesulfonamide (0.60 g) as a white solid.

Workup

  1. customThe reaction solvent was evaporated under reduced pressure, saturated aqueous sodium hydrogen carbonate solution
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d612a7841bfb44dfb1c10867b249abc6
Source dataset
uspto-grants-2011_07
Patent number
US07985862B2

Reaction notes

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