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Hydrochloric Acid → 5-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine hydrochloride

HRID 231116
Notes
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Reaction equation

HRID 231116 reaction equation
[Cl:1][C:2]1[C:3]([NH:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][O:21][CH2:22][CH3:23])=[CH:15][C:14]=2[CH3:24])=[N:4][CH:5]=[N:6][C:7]=1[CH3:8].Cl>O>[ClH:1].[Cl:1][C:2]1[C:3]([NH:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][O:21][CH2:22][CH3:23])=[CH:15][C:14]=2[CH3:24])=[N:4][CH:5]=[N:6][C:7]=1[CH3:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 139099695-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine

Product 1

HCID 200345095-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine hydrochlorideYield 188.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.0 g of 5-chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine (powder) were suspended in 10 ml of water, and 5 ml of concentrated aqueous hydrochloric acid were added dropwise thereto. After this addition, the mixture was stirred for 30 minutes, and cooled to separate the crystals. These crystals were collected by filtration and washed with cold water and toluene, in that order, to give 5.2 g of the title compound as colorless needles melting at 123°-124° C.

Workup

  1. additionAfter this addition
  2. temperaturecooled
  3. customto separate the crystals
  4. filtrationThese crystals were collected by filtration
  5. washwashed with cold water and toluene, in that order

Sources & evidence

ORD record
ord-20437f4510864f1aae23711a4612b5f0
Source dataset
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04845097

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes