Ethanolamine → HCID 19748283, compound

HRID 1030943Notes

Reaction equation

HRID 1030943 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]3[CH:25]=[CH:24][C:18]([C:19](OCC)=[O:20])=[CH:17][CH:16]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH:26][CH2:27][CH2:28][NH2:29]>O>[ClH:1].[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:9][CH2:10][N:11]([CH2:14][C:15]3[CH:16]=[CH:17][C:18]([C:19]([NH:29][CH2:28][CH2:27][OH:26])=[O:20])=[CH:24][CH:25]=3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 14989392HCID 14989392, compound

Product 1

HCID 19748283HCID 19748283, compoundYield 51.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 16.7 parts of ethyl 4-[[4-(6-chloro-3-pyridazinyl)-1-piperazinyl]methyl]benzoate and 11.3 parts of 2-hydroxyethanamine was stirred for 4 hours at 140° C. After cooling, the reaction mixture was stirred into water. The precipitated product was filtered off, washed with 2,2'-oxybispropane and converted into the hydrochloride salt in 2-propanol. The salt was filtered off, washed with 2-propanol and 2,2'-oxybispropane and dried at 70° C., yielding 9.7 parts (51.1%) of 4-[[4-(6-chloro-3-pyridazinyl)-1-piperazinyl]methyl]-N-(2-hydroxyethyl)benzamide monohydrochloride; mp. >260° C. (decomp.) (comp. 167).

Workup

  1. temperatureAfter cooling
  2. filtrationThe precipitated product was filtered off
  3. washwashed with 2,2'-oxybispropane
  4. filtrationThe salt was filtered off
  5. washwashed with 2-propanol and 2,2'-oxybispropane
  6. customdried at 70° C.

Sources & evidence

ORD record
ord-491f5c06e2ed42148610903fc4676ab4
Source dataset
uspto-grants-1992_04
Patent number
US05106973

Reaction notes

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