1-Pentanol → HCID 13178260, compound

HRID 326055Notes

Reaction equation

HRID 326055 reaction equation
[ClH:1].CS[C:4]1[N:5]2[CH:17]=[CH:16][N:15]=[C:6]2[S:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1.[OH:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C(O)CCCC>>[ClH:1].[ClH:1].[OH:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][N:24]([C:4]2[N:5]3[CH:17]=[CH:16][N:15]=[C:6]3[S:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 62761-PentanolHCID 76771-(2-Hydroxyethyl)piperazineHCID 20426390HCID 20426390, compound

Product 1

HCID 13178260HCID 13178260, compound

Procedure

A mixture of 5 g of 5-methylthio-imidazo[2,1-b][1,3,5]benzothiadiazepine hydrochloride, 2.86 g of N-β-hydroxyethylpiperazine, and 175 ml of amyl alcohol is refluxed under nitrogen for 48 hrs. with stirring. The solvent is removed under vacuum, the residue is triturated with methylene chloride, washed with 2 N sodium hydroxide solution, dried over MgSO4, and evaporated to dryness. The residue is dissolved in 5 ml of methanol and treated with 2 N ethereal hydrochloric acid solutions to give 5-(4-β-hydroxyethylpiperazino)-imidazo[2,1-b][1,3,5]benzothiadiazepine dihydrochloride melting at 212°-214°.

Workup

  1. temperatureis refluxed under nitrogen for 48 hrs
  2. customThe solvent is removed under vacuum
  3. customthe residue is triturated with methylene chloride
  4. washwashed with 2 N sodium hydroxide solution
  5. dry with materialdried over MgSO4
  6. customevaporated to dryness
  7. dissolutionThe residue is dissolved in 5 ml of methanol
  8. additiontreated with 2 N ethereal hydrochloric acid solutions

Sources & evidence

ORD record
ord-02a92634125b4e62ba0bc8353a81de4b
Source dataset
uspto-grants-1984_04
Patent number
US04444688

Reaction notes

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