Hydrochloric Acid → Hydrochloric Acid

HRID 970435Notes

Reaction equation

HRID 970435 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:30][OH:31])[CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:14]=1[S:22](=[O:29])(=[O:28])[N:23]=[CH:24][N:25]([CH3:27])[CH3:26])(C)(C)C.[ClH:33]>C(#N)C.O1CCOCC1>[NH2:7][CH:8]([CH2:30][OH:31])[CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:14]=1[S:22]([N:23]=[CH:24][N:25]([CH3:27])[CH3:26])(=[O:29])=[O:28].[ClH:33]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 69332806HCID 69332806, compound

Product 2

HCID 313Hydrochloric AcidHCID 693343882-(4-amino-5-hydroxy-pentyloxy)-N-dimethylaminomethylene-4-nitro-benzenesulfonamide

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 212 mg (0.45 mmol) of (S)-{4-[2-(dimethylaminomethylene-sulfamoyl)-5-nitro-phenoxy]-1-hydroxymethyl-butyl}-carbamic acid-tert-butyl ester in 5 ml of acetonitrile is mixed at room temperature with 0.75 ml of a 4 molar solution of hydrochloric acid in dioxane. After 4 hours, the batch is concentrated by evaporation, and 2-(4-amino-5-hydroxy-pentyloxy)-N-dimethylaminomethylene-4-nitro-benzenesulfonamide is obtained in the form of hydrochloride.

Workup

  1. concentrationthe batch is concentrated by evaporation

Sources & evidence

ORD record
ord-62dc1b33f205467ea0065c9facbf8a24
Source dataset
uspto-grants-2007_12
Patent number
US07312225B2

Reaction notes

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