1-Pentanol → HCID 13178260, compound

HRID 1632686Notes

Reaction equation

HRID 1632686 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 2N sodium hydroxide solution, dried over MgSO4, and evaporated to dryness. The residue is dissolved in 5 ml of methanol and treated with 2N ethereal hydrochloric acid solutions to give 5-(4-β-hydroxyethylpiperazino)-imidazo[2,1-b][1,3,5]benzothiadiaz epine 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 2N 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 2N ethereal hydrochloric acid solutions

Sources & evidence

ORD record
ord-57aaf0240c1f4909bdeff8679fd92e99
Source dataset
uspto-grants-1984_10
Patent number
US04477379

Reaction notes

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