Hydrochloric Acid → (r)-3-(2-Nitro-4-sulfamoylphenylamino)-4-(phenylthio)butanoic acid

HRID 2085697Notes

Reaction equation

HRID 2085697 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C@@H:12]([CH2:21][S:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:13][C:14]([O:16]C(C)(C)C)=[O:15])=[C:7]([N+:29]([O-:31])=[O:30])[CH:6]=1)(=[O:4])=[O:3].Cl>O1CCOCC1>[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C@@H:12]([CH2:21][S:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:13][C:14]([OH:16])=[O:15])=[C:7]([N+:29]([O-:31])=[O:30])[CH:6]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11511079Tert-butyl (3r)-3-((4-(aminosulfonyl)-2-nitrophenyl)amino)-4-(phenylthio)butanoate

Product 1

HCID 11683013(r)-3-(2-Nitro-4-sulfamoylphenylamino)-4-(phenylthio)butanoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of Example 122D and 4M HCl in 1,4-dioxane (10 mL) was stirred at 50° C. for 5 hours and concentrated to provide the desired product. MS (ESI(+)) m/e 412 (M+H)+.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-5e0bb752b4654aef91a4ecc2e3cff352
Source dataset
uspto-grants-2004_04
Patent number
US06720338B2

Reaction notes

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