Sodium Carbonate → Hydrochloric Acid

HRID 1283940Notes

Reaction equation

HRID 1283940 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:14](=[O:15])[CH2:13][C:8]2([CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:7][C:6]1=[O:16].[N:17]1[CH:22]=[CH:21][CH:20]=[N:19][C:18]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[ClH:1].[N:17]1[CH:22]=[CH:21][CH:20]=[N:19][C:18]=1[N:23]1[CH2:28][CH2:27][N:26]([CH2:2][CH2:3][CH2:4][N:5]2[C:14](=[O:15])[CH2:13][C:8]3([CH2:12][CH2:11][CH2:10][CH2:9]3)[CH2:7][C:6]2=[O:16])[CH2:25][CH2:24]1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 887471-(2-Pyrimidinyl)piperazineHCID 13568454HCID 13568454, compound

Product 2

HCID 313Hydrochloric AcidHCID 4713258HCID 4713258, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 4.9 g. (0.02 mole) of 8-[3-chloro-1-propyl)-8-azaspiro[4.5]decane-7.9-dione, 3.3 g. (0.02 mole) prepared in the manner of U.S. Pat. No. 3,398,151, N-(2-pyrimidyl)piperazine, and 2.2 g. (0.02 mole) of sodium carbonate in 75 ml. of n-butanol is refluxed for three days and filtered. The filtrate is concentrated in vacuo and the residue taken up in 100 ml. of benzene. Addition of 4.0 ml. of 5.0 N ethanolic hydrogen chloride to the benzene solution of the free base provides the product 8-[3-[4-(2-pyrimidinyl)-1-piperazinyl]propyl]-8-azaspiro[4.5]decane-7,9-dione as a hydrochloride salt which is collected and crystallized from absolute ethanol-ether, yield 3.4 g., m.p. 214°-215°C. (corr.).

Workup

  1. additionA mixture of 4.9 g
  2. custom(0.02 mole) prepared in the manner of U.S
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated in vacuo
  5. additionAddition of 4.0 ml

Sources & evidence

ORD record
ord-63819d54a0844f5b90b47b5066669e2f
Source dataset
uspto-grants-1976_08
Patent number
US03976776

Reaction notes

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