Hydrochloric Acid → HCID 20344068, compound

HRID 2049689Notes

Reaction equation

HRID 2049689 reaction equation
C([N:3]1[CH2:8][CH2:7][C:6]2([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][C:11]3[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:10]=3[C:9]2=[O:24])[CH2:5][CH2:4]1)#N.[ClH:25]>C(O)(=O)C>[ClH:25].[F:23][C:21]1[CH:20]=[CH:19][C:11]2[S:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:6]3([C:9](=[O:24])[C:10]=2[CH:22]=1)[CH2:5][CH2:4][NH:3][CH2:8][CH2:7]3

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20344056HCID 20344056, compound

Product 1

HCID 20344068HCID 20344068, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 1.8 g of 1'-cyano-2-fluoro-10,11-dihydro-11-oxospiro[dibenz(b,f)thiepin-10,4'-piperidine], Example 27, in 11 ml of acetic acid and 21 ml of 3 N hydrochloric acid is stirred in a 125°-130° C. bath for 20 hours. Thereafter, the mixture is diluted with 25 ml and rotary evaporated to dryness. The residue is taken up in 25 ml of water and the water is removed by rotary evaporation. The residue is taken up in 25 ml of water and the aqueous mixture is cooled to 0° C. The precipitate is collected by filtration and then washed sequentially with water and then before being dried. The product is recrystallized repeatedly from a methyl alcohol-acetone-ether mixture to provide 2-fluoro-10,11-dihydro-11-oxospiro[dibenz(b,f)thiepin-10,4'-piperidine] hydrochloride.

Workup

  1. additionThereafter, the mixture is diluted with 25 ml
  2. customrotary evaporated to dryness
  3. customthe water is removed by rotary evaporation
  4. filtrationThe precipitate is collected by filtration
  5. washwashed sequentially with water
  6. custombefore being dried
  7. customThe product is recrystallized repeatedly from a methyl alcohol-acetone-ether mixture

Sources & evidence

ORD record
ord-403140dfd1934483ac30d66fd0322815
Source dataset
uspto-grants-1980_04
Patent number
US04198420

Reaction notes

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