Hydrochloric Acid → HCID 86609752, compound

HRID 1710812Notes

Reaction equation

HRID 1710812 reaction equation
[BH4-].[Na+].[NH2:3][C:4]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([Cl:11])[C:5]=1[C:12](=O)[CH3:13].[C:15]([S-:17])#[N:16].[K+].Cl>C(O)C.O>[Cl:11][C:6]1[CH:7]=[CH:8][C:9]([Cl:10])=[C:4]2[C:5]=1[CH:12]([CH3:13])[NH:16][C:15](=[S:17])[NH:3]2

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 516872Potassium thiocyanateHCID 4311764Sodium borohydrideHCID 68408133HCID 68408133, compound

Product 1

HCID 86609752HCID 86609752, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

At a temperature of 65° C., sodium borohydride (0.13 g, 3.4 mmol) was added to a solution of 1-(2-amino-3,6-dichloro-phenyl)-ethanone (1.16 g, 5.7 mmol) in ethanol (12 ml), and the mixture was heated overnight (65° C.). Water (14.4 ml), KSCN (0.61 g, 6.3 mmol) and concentrated aqueous hydrogen chloride solution (3.6 ml) were then added subsequently, and the mixture was again heated (3 h, 65° C.). The majority of the title compound precipitated upon cooling and could be isolated in pure form by filtration and washing with water and ethanol to yield a light yellow solid (0.96 g, 69%).

Workup

  1. temperaturethe mixture was again heated (3 h, 65° C.)
  2. customThe majority of the title compound precipitated
  3. temperatureupon cooling
  4. customcould be isolated in pure form by filtration
  5. washwashing with water and ethanol

Sources & evidence

ORD record
ord-ba9c80885d624dc7a41c47299d830dc9
Source dataset
uspto-grants-2010_09
Patent number
US07790732B2

Reaction notes

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