Hydrochloric Acid → HCID 19919510, compound

HRID 1975695Notes

Reaction equation

HRID 1975695 reaction equation
Cl.Cl.[CH:3]1([C:6]([CH:8]([N:16]2[CH2:21][CH2:20][C:19]3[S:22][C:23]([N+:25]([O-])=O)=[CH:24][C:18]=3[CH2:17]2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])=[O:7])[CH2:5][CH2:4]1.[Sn]>O>[NH2:25][C:23]1[S:22][C:19]2[CH2:20][CH2:21][N:16]([CH:8]([C:6]([CH:3]3[CH2:5][CH2:4]3)=[O:7])[C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[F:15])[CH2:17][C:18]=2[CH:24]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 19919515HCID 19919515, compound

Product 1

HCID 19919510HCID 19919510, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 ml of hydrochloric acid were added to 0.4 g of 5-(α-cyclopropylcarbonyl-2-fluorobenzyl)-2-nitro-4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride (prepared as described in Example 18), and then 0.23 g of tin powder was added to the resulting mixture, whilst stirring, after which the mixture was stirred at room temperature for a further hour. 10 ml of water were added to the reaction mixture, which was then extracted with methylene chloride. The methylene chloride layer was removed, and the aqueous layer was concentrated to dryness by evaporation under reduced pressure, and then crystallized from diethyl ether, to give a complex of the title compound with stannic chloride as a pale yellow powder in a yield of 72%.

Workup

  1. stirringafter which the mixture was stirred at room temperature for a further hour
  2. extractionwas then extracted with methylene chloride
  3. customThe methylene chloride layer was removed
  4. concentrationthe aqueous layer was concentrated to dryness by evaporation under reduced pressure
  5. customcrystallized from diethyl ether

Sources & evidence

ORD record
ord-876277093b434a7388f10569b2a6f566
Source dataset
uspto-grants-1994_02
Patent number
US05288726

Reaction notes

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