Formic Acid → HCID 11482592, compound

HRID 1991195Notes

Reaction equation

HRID 1991195 reaction equation
[NH2:1][C:2]1[C:3]([NH:14][CH2:15][CH2:16][OH:17])=[C:4]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[CH:18](O)=O>Cl>[OH:17][CH2:16][CH2:15][N:14]1[C:3]2[C:4]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:9])=[O:10])=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[CH:18]1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 11172979HCID 11172979, compound

Product 1

HCID 11482592HCID 11482592, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 3-amino-2-[(2-hydroxyethyl)amino]-N,N-dimethylbenzenesulfonamide (69 mg, 0.266 mmol) in formic acid (2 mL) and 2 M hydrochloric acid (2 mL) was heated at reflux for 1 h. The volatiles were removed in vacuo, and the residue was partitioned between an aqueous sodium hydroxide solution and ethyl acetate. The organic phase was dried over magnesium sulfate and concentrated in vacuo affording 1-(2-hydroxyethyl)-N,N-dimethyl-1H-benzimidazole-7-sulfonamide, 66 mg. MS (ES) m/z 270 [M+H]+.

Workup

  1. temperatureat reflux for 1 h
  2. customThe volatiles were removed in vacuo
  3. customthe residue was partitioned between an aqueous sodium hydroxide solution and ethyl acetate
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-eb308f1f2ed34d128dc37aa691c829b1
Source dataset
uspto-grants-2010_01
Patent number
US07645784B2

Reaction notes

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