Hydrochloric Acid → HCID 15925353, compound

HRID 1109547Notes

Reaction equation

HRID 1109547 reaction equation
[ClH:1].[CH3:2][C:3]1[CH:34]=[CH:33][CH:32]=[CH:31][C:4]=1[CH2:5][NH:6][C:7]([C:9]1[CH:22]=[CH:21][C:20]2[S:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([CH:23]([CH3:30])[CH2:24][N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[C:11]=2[CH:10]=1)=[O:8]>C(OC(C)C)(C)C.C(OCC)(=O)C>[ClH:1].[CH3:2][C:3]1[CH:34]=[CH:33][CH:32]=[CH:31][C:4]=1[CH2:5][NH:6][C:7]([C:9]1[CH:22]=[CH:21][C:20]2[S:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([CH:23]([CH3:30])[CH2:24][N:25]3[CH2:26][CH2:27][CH2:28][CH2:29]3)[C:11]=2[CH:10]=1)=[O:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 15096223HCID 15096223, compound

Product 1

HCID 15925353HCID 15925353, compound

Reagents, catalysts & solvents 2

HCID 7914Diisopropyl EtherSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A 3N solution (3 cc) of hydrochloric acid in isopropyl ether is added dropwise in the course of 5 minutes to a solution of N-(2-methylbenzyl)-10-[1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarboxamide, L series (3.2 g), in ethyl acetate (25 cc). The solution is concentrated to dryness at 50° C. under reduced pressure (30 mm Hg; 4 kPa) to give a solid, which is taken up in isopropyl ether (20 cc). It is then drained washed with isopropyl ether (3×5 cc) and dried under reduced pressure (5 mm Hg; 0.7 kPa) at 40° C. to give N-(2-methylbenzyl)-10-[1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarboxamide hydrochloride, L series (2.4 g), in the form of a yellow solid, m.p. approximately 125° C.

Workup

  1. concentrationThe solution is concentrated to dryness at 50° C. under reduced pressure (30 mm Hg; 4 kPa)
  2. customto give a solid, which
  3. washIt is then drained washed with isopropyl ether (3×5 cc)
  4. customdried under reduced pressure (5 mm Hg; 0.7 kPa) at 40° C.

Sources & evidence

ORD record
ord-6262f2f49b7c4dc482e67698100cf59e
Source dataset
uspto-grants-1994_06
Patent number
US05321026

Reaction notes

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