1-(4-Isothiocyanatophenyl)ethanone → HCID 59857486, compound

HRID 2377817Notes

Reaction equation

HRID 2377817 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=1[O:7][C:8]1[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2].[N:19]([C:22]1[CH:27]=[CH:26][C:25]([C:28](=[O:30])[CH3:29])=[CH:24][CH:23]=1)=[C:20]=[S:21]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[C:28]([C:25]1[CH:26]=[CH:27][C:22]([NH:19][C:20]([NH:14][C:13]2[C:8]([O:7][C:6]3[CH:15]=[CH:16][CH:17]=[CH:18][C:5]=3[C:1]([CH3:4])([CH3:2])[CH3:3])=[N:9][CH:10]=[CH:11][CH:12]=2)=[S:21])=[CH:23][CH:24]=1)(=[O:30])[CH3:29]

Participants

5

Reactant 2

HCID 2427791-(4-Isothiocyanatophenyl)ethanoneHCID 286054272-(2-Tert-butylphenoxy)pyridin-3-amine

Product 1

HCID 59857486HCID 59857486, compoundYield 19.7%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

127.15 mg (0.525 mmol) of 1b were mixed with 92.16 mg (0.525 mmol) of 1-(4-isothiocyanatophenyl)ethanone, 5 mL of CH2Cl2 and 6.61 mg (0.052 mmol) of DMAP and refluxed under Argon for 72 h. 225a was filtered and purified by crystallization in MeOH to yield 43.3 mg of an off-white solid used in the next step without further purification.

Workup

  1. temperaturerefluxed under Argon for 72 h
  2. filtration225a was filtered
  3. custompurified by crystallization in MeOH

Sources & evidence

ORD record
ord-9b411c9c9f46430e93fcea481159f343
Source dataset
uspto-grants-2008_12
Patent number
US07470712B2

Reaction notes

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