Benzyl isocyanate → HCID 68663676, compound

HRID 452754Notes

Reaction equation

HRID 452754 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][S:7][C:8]2[O:12][C:11]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([NH2:19])[CH:14]=3)=[N:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:22]([N:29]=[C:30]=[O:31])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>O1CCCC1>[CH2:22]([NH:29][C:30]([NH:19][C:15]1[CH:14]=[C:13]([C:11]2[O:12][C:8]([S:7][CH2:6][C:5]3[CH:20]=[CH:21][C:2]([Cl:1])=[CH:3][CH:4]=3)=[N:9][N:10]=2)[CH:18]=[CH:17][N:16]=1)=[O:31])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 76639Benzyl isocyanateHCID 68663235HCID 68663235, compound

Product 1

HCID 68663676HCID 68663676, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A suspension of 4-[5-[(4-chlorobenzyl)thio]-1,3,4-oxadiazol-2-yl]pyridin-2-amine (90 mg, 0.282 mmol) and benzyl isocyanate (187 mg, 1.41 mmol) in tetrahydrofuran (5 mL) was stirred at 70° C. for 20 hr. The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from methanol/chloroform/diethyl ether to give the title compound (72 mg, yield 56%) as colorless crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from methanol/chloroform/diethyl ether

Sources & evidence

ORD record
ord-2164cc53c9744038bb655b28f1216c56
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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