Hydrochloric Acid → HCID 21925663, compound

HRID 1611912Notes

Reaction equation

HRID 1611912 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([N:14]2[C:27]3[CH:26]=[C:25]([Cl:28])[CH:24]=[CH:23][C:22]=3[S:21][C:20]3[C:15]2=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:9]1)=O)(C)(C)C.Cl>C(OCC)C.C(OCC)(=O)C>[Cl:28][C:25]1[CH:24]=[CH:23][C:22]2[S:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH:10]3[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]3)[C:27]=2[CH:26]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 23593636HCID 23593636, compound

Product 1

HCID 21925663HCID 21925663, compoundYield 127.8%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

3-(2-Chlorophenothiazin-10-yl) piperidine-1-carboxylic acid tert-butyl ester (4.1 g, 9.83 mmol) was dissolved in diethyl ether (200 mL), and the solution cooled to 0° C. A solution of HCl in ethyl acetate (˜4 M, 30 mL) was slowly added. The mixture was allowed to warn to room temperature and stirred for 8 h. The solvent was removed under vacuum. The residue treated with HCl in ethyl acetate (˜4 M, 75 mL) and stirred overnight. The solvent was removed under vacuum to provide 2-chloro-10-piperidin-3-yl-10H-phenothiazine (3.98 g, 100%) as an off-white solid.

Workup

  1. customto warn to room temperature
  2. customThe solvent was removed under vacuum
  3. additionThe residue treated with HCl in ethyl acetate (˜4 M, 75 mL)
  4. stirringstirred overnight
  5. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-a87b607203a64168b3ddc3ce56c44211
Source dataset
uspto-grants-2006_01
Patent number
US06992082B2

Reaction notes

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