Hydrochloric Acid → HCID 86608957, compound

HRID 505331Notes

Reaction equation

HRID 505331 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[CH:15](O)[CH3:16])(C)(C)C.O.Cl.[S-:21][C:22]#[N:23].[K+]>C(O)C>[Cl:14][C:11]1[CH:10]=[C:9]2[C:8](=[CH:13][CH:12]=1)[NH:7][C:22](=[S:21])[NH:23][CH:15]2[CH3:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516872Potassium thiocyanateHCID 86608956HCID 86608956, compound

Product 1

HCID 86608957HCID 86608957, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[4-Chloro-2-(1-hydroxy-ethyl)-phenyl]-carbamic acid tert-butyl ester (525 mg, 1.93 mmol) was suspended in a mixture of ethanol (1.5 ml), water (2.3 ml) and aqueous concentrated hydrogen chloride solution (0.6 ml). Potassium thiocyanate (206 mg, 2.1 mmol) was added and the reaction was heated to reflux for 3 hours. The product precipitated from the reaction and was filtered off after cooling, washed with water and ethanol and dried in vacuo to give the title compound (347 mg, 84%) as a white solid.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 3 hours
  3. customThe product precipitated from the reaction
  4. filtrationwas filtered off
  5. temperatureafter cooling
  6. washwashed with water and ethanol
  7. customdried in vacuo

Sources & evidence

ORD record
ord-55339d2d7cb24dad85add46eab604ea9
Source dataset
uspto-grants-2010_08
Patent number
US07781441B2

Reaction notes

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