Triethylamine → HCID 45262292, compound

HRID 1613799Notes

Reaction equation

HRID 1613799 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-ebb03fbc54384bf8bd9d3a60db5e3cdd
Source dataset
uspto-grants-1993_03
Patent number
US05194446

Reaction notes

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