Triethylamine → HCID 10037245, compound

HRID 1613424Notes

Reaction equation

HRID 1613424 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)(=[O:16])(=[O:15])[NH2:14].ClS(N=C=O)(=O)=O.C(N(CC)CC)C>C(#N)C>[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 10037245HCID 10037245, 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 19) 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-4732c0f0ec0140cabcee4979217d1089
Source dataset
uspto-grants-1993_03
Patent number
US05192785

Reaction notes

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