Hydrochloric Acid → HCID 59259147, compound

HRID 641862Notes

Reaction equation

HRID 641862 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]#[CH:11])=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=1)=O.C([N:31]=[C:32]=[S:33])(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+].Cl>C1COCC1.CO>[CH:20]([C:17]1[CH:18]=[CH:19][C:14]([C:12]2[C:3]3[C:2](=[CH:7][CH:6]=[C:5]([O:8][CH2:9][C:10]#[CH:11])[CH:4]=3)[NH:1][C:32](=[S:33])[N:31]=2)=[CH:15][CH:16]=1)([CH3:22])[CH3:21]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 68284Benzoyl isothiocyanateHCID 45139628(2-Amino-5-(prop-2-yn-1-yloxy)phenyl)(4-isopropylphenyl)methanone

Product 1

HCID 59259147HCID 59259147, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.5 g (1.71 mmol) (2-amino-5-prop-2-ynyloxy-phenyl)-(4-isopropyl-phenyl)-methanone and 0.23 ml (1.71 mmol) benzoyl isothiocyanate in 5 ml THF is stirred for 3 h at r.t. before 0.235 g potassium carbonate and 5 ml methanol are added. After stirring for 18 h, the reaction mixture is acidified with 0.1 M aqueous hydrochloric acid and extracted with dichloromethane. After evaporation of the organic phases, the residue is triturated with diethyl ether to give the title compound.

Workup

  1. additionare added
  2. extractionextracted with dichloromethane
  3. customAfter evaporation of the organic phases
  4. customthe residue is triturated with diethyl ether

Sources & evidence

ORD record
ord-fdd935aed4d54f63bfe26159f0317e02
Source dataset
uspto-grants-2010_04
Patent number
US07696216B2

Reaction notes

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