Hydrochloric Acid → HCID 68912412, compound

HRID 1880262Notes

Reaction equation

HRID 1880262 reaction equation
O.[ClH:2].[CH2:3]([S:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:21]=[C:20]([C:22]3[N:27]=[C:26]([NH:28]C(=O)C)[CH:25]=[CH:24][CH:23]=3)[O:19][N:18]=2)=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[ClH:2].[CH2:3]([S:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[N:21]=[C:20]([C:22]3[N:27]=[C:26]([NH2:28])[CH:25]=[CH:24][CH:23]=3)[O:19][N:18]=2)=[CH:15][CH:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 57775730HCID 57775730, compound

Product 1

HCID 68912412HCID 68912412, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Water (50 ml) and concentrated hydrochloric acid (50 ml) are added to N-(6-{3-[4-(benzylthio)phenyl]-1,2,4-oxadiazol-5-yl}pyridin-2-yl)acetamide (40.55 g) in ethanol (150 ml). The reaction mixture is heated under reflux until the starting material has reacted completely (about 3 h) and subsequently cooled to room temperature. The solid is collected by filtration, washed three times with ethanol and dried in a vacuum oven at 80° C. 36.60 g (92% of theory) of product are obtained as a solid.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux until the starting material
  3. customhas reacted completely (about 3 h)
  4. filtrationThe solid is collected by filtration
  5. washwashed three times with ethanol
  6. customdried in a vacuum oven at 80° C
  7. custom36.60 g (92% of theory) of product are obtained as a solid

Sources & evidence

ORD record
ord-d1e490ba1d4446e688e9de6ed76da011
Source dataset
uspto-grants-2012_11
Patent number
US08318761B2

Reaction notes

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