Triethylamine → HCID 45262292, compound

HRID 327718Notes

Reaction equation

HRID 327718 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[S:13]([Cl:17])(=[O:16])(=[O:15])[NH2:14].ClS(N=C=O)(=O)=O.C(N(CC)CC)C>C(#N)C>[ClH:17].[N:1]1([C:6]2[CH:7]=[C:8]([O:12][S:13](=[O:16])(=[O:15])[NH2:14])[CH:9]=[CH:10][CH:11]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 8471Triethylamine2×HCID 24499Chlorosulfamic acid2×HCID 70918Chlorosulfonyl isocyanateHCID 104645913-(1H-Imidazol-1-yl)phenol

Product 1

HCID 45262292HCID 45262292, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 3(1H-imidazol-1-yl)phenol (8 g, 0.05 mole) in acetonitrile was treated in an ice bath with sulfamoyl chloride generated from 0.075 mole of chlorosulfonyl isocyanate (Preparation 21) followed by 0.075 mole of triethylamine. After stirring overnight at room temperature, TLC, and 1H NMR of a sample showed starting material still present. The reaction was then treated with another 0.075 mole each of sulfamoyl chloride and triethylamine for another night.

Sources & evidence

ORD record
ord-13f435e2c2424bf29d1ac9a0ca05abe0
Source dataset
uspto-grants-1993_12
Patent number
US05273993

Reaction notes

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