Thiophosgene → HCID 178424321, compound

HRID 900267

Reaction equation

HRID 900267 reaction equation
N[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11]3[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:10]=3[C:9]2=[O:19])=[C:4]([CH3:20])[CH:3]=1.C(Cl)(Cl)=[S:22]>CC(C)=O>[N-:8]=[C:12]=[S:22].[Cl:18][C:15]1[CH:16]=[CH:17][C:10]2[C:9](=[O:19])[N:8]([C:5]3[CH:6]=[CH:7][CH:2]=[CH:3][C:4]=3[CH3:20])[C:12](=[O:13])[C:11]=2[CH:14]=1

Participants

4

Reactant 2

HCID 10040ThiophosgeneHCID 93991N-(4-Amino-o-tolyl)-4-chlorophthalimide

Product 1

HCID 178424321HCID 178424321, compoundYield 148.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a slurry of 150 mg (0.52 mmol) of 2-(4-amino-2-methylphenyl)-5-chlorobenzo[c]azoline-1,3-dione in 2 mL of acetone, was added 41 uL (0.54 mmol) of thiophosgene. The yellow slurry dissolved whereupon a white precipitate formed. After 1 h, this solid was collected by filtration and dried to give 127 mg (74%) of the desired product.

Workup

  1. dissolutionThe yellow slurry dissolved whereupon a white precipitate
  2. customformed
  3. filtrationthis solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-1ef5c50be5d14271b49b2761d53ac2e8
Source dataset
uspto-grants-2008_04
Patent number
US07358257B2

Linked notes

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