Triethylamine → HCID 178465316, compound

HRID 1823795Notes

Reaction equation

HRID 1823795 reaction equation
[CH2:1]([NH:3][C:4]([NH:6][C:7]1[NH:11][C:10]2[CH:12]=[C:13]([OH:16])[CH:14]=[CH:15][C:9]=2[N:8]=1)=[O:5])[CH3:2].[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[S:22](Cl)(=[O:24])=[O:23].C(N(CC)CC)C>CC(C)=O>[CH3:2][CH2:1][NH:3][C:4](=[O:5])[NH:6][C:7]1[NH:8][C:9]2[CH:15]=[CH:14][C:13]([O:16][S:22]([C:18]3[S:17][CH:21]=[CH:20][CH:19]=3)(=[O:24])=[O:23])=[CH:12][C:10]=2[N:11]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 855182-Thiophenesulfonyl chlorideHCID 22146841HCID 22146841, compound

Product 1

HCID 178465316HCID 178465316, compoundYield 38.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A stirred solution of 1-ethyl-3-(6-hydroxy-1H-benzoimidazol-2-yl)-urea (35 mg, example 84-c) and thiophene-2-sulfonyl chloride (18 mg) in acetone (3 ml) was treated with triethylamine (25 μl). After stirring at ambient temperature for 4 hours, the reaction mixture was evaporated. The residue was filtered and the filtrate evaporated. The residue was directly purified by LCMS triggered purification to give thiophene-2-sulfonic acid 2-[3-(2-ethyl)-ureido]-1H-benzoimidazol-5-yl ester (14 mg) as a off-white solid Mass spectrum: 367 [M+H]+; retention time=7.88 minutes.

Workup

  1. customthe reaction mixture was evaporated
  2. filtrationThe residue was filtered
  3. customthe filtrate evaporated
  4. customThe residue was directly purified by LCMS
  5. custompurification

Sources & evidence

ORD record
ord-988c5a3ec614450286dc45902ad8167e
Source dataset
uspto-grants-2006_05
Patent number
US07041668B2

Reaction notes

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