2-Isocyanatobutane → HCID 23504960, compound

HRID 1884900Notes

Reaction equation

HRID 1884900 reaction equation
[NH2:1][C:2]1[C:3]([OH:13])=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[C:5]([Cl:8])=[CH:6][CH:7]=1.[CH:14]([N:18]=[C:19]=[O:20])([CH2:16][CH3:17])[CH3:15]>CN(C)C=O>[NH2:12][S:9]([C:4]1[C:3]([OH:13])=[C:2]([NH:1][C:19]([NH:18][CH:14]([CH2:16][CH3:17])[CH3:15])=[O:20])[CH:7]=[CH:6][C:5]=1[Cl:8])(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 5508502-IsocyanatobutaneHCID 113680593-Amino-6-chloro-2-hydroxy-benzenesulfonamide

Product 1

HCID 23504960HCID 23504960, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-amino-6-chloro-2-hydroxybenzenesulfonamide (200 mg, 0.90 mmol) and sec-butyl isocyanate (102 μL, 0.90 mmol) in 1.5 mL of N,N-dimethyl-formamide was stirred at room temperature for 20 hours. Purification upon column chromatograph on silica gel, eluting with ethyl acetate/hexane (40/60, v/v), gave the desired product (156 mg, 54%). LC-MS 322.2 (M+).

Workup

  1. customPurification upon column chromatograph on silica gel
  2. washeluting with ethyl acetate/hexane (40/60

Sources & evidence

ORD record
ord-5f3b45c2589d4779853581d06828c9da
Source dataset
uspto-grants-2004_07
Patent number
US06767922B2

Reaction notes

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