Hydrochloric Acid → HCID 67598367, compound

HRID 1417305Notes

Reaction equation

HRID 1417305 reaction equation
C([NH:9][CH2:10][C:11]1[S:15][C:14]([S:16](Cl)(=[O:18])=[O:17])=[CH:13][CH:12]=1)(=O)C1C=CC=CC=1.Cl.Cl.[N:22]1([C:27]2[CH:38]=[CH:37][C:30]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][NH2:36])=[CH:29][CH:28]=2)[CH:26]=[CH:25][N:24]=[CH:23]1.[OH-].[Na+].Cl>ClCCl.O>[NH2:9][CH2:10][C:11]1[S:15][C:14]([S:16]([NH:36][CH2:35][CH2:34][CH2:33][CH2:32][O:31][C:30]2[CH:37]=[CH:38][C:27]([N:22]3[CH:26]=[CH:25][N:24]=[CH:23]3)=[CH:28][CH:29]=2)(=[O:17])=[O:18])=[CH:13][CH:12]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 27788785-(Benzamidomethyl)thiophene-2-sulfonyl chlorideHCID 67693419HCID 67693419, compound

Product 1

HCID 67598367HCID 67598367, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 3.0 g of 5-benzoylaminomethyl-2-thiophenesulfonyl chloride, in 100 ml of dichloromethane, is added to a stirred mixture of 3.0 g of 4-[4-(1H-imidazol-1-yl)phenoxy]butaneamine dihydrochloride (Example 2) and 3.5 ml of 10N NaOH in 100 ml of water. The mixture is stirred at room temperature for 3 hours, a tacky precipitate being formed. The precipitate is mixed with 100 ml of concentrate HCl, and the mixture is stirred at reflux for 12 hours, solution taking place. The solution is taken to dryness in vacuo, and the dihydrochloride salt of the title compound was recrystallized from aqueous ethanol, m.p. 230°-232° C. (dec.); yield, 0.5 g.

Workup

  1. customa tacky precipitate being formed
  2. stirringthe mixture is stirred
  3. temperatureat reflux for 12 hours
  4. customthe dihydrochloride salt of the title compound was recrystallized from aqueous ethanol, m.p. 230°-232° C. (dec.)
  5. customyield

Sources & evidence

ORD record
ord-c7138074a7af4c43ab2385214e399304
Source dataset
uspto-grants-1999_03
Patent number
US05877196

Reaction notes

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