P,P-Diphenylphosphinic azide → HCID 58504274, compound

HRID 2407683Notes

Reaction equation

HRID 2407683 reaction equation
C1(P([N:15]=[N+:16]=[N-:17])(C2C=CC=CC=2)=O)C=CC=CC=1.[Cl:18][C:19]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:20]=1[CH:21]=[CH:22][C:23](O)=[O:24]>C1C=CC=CC=1.C(N(CC)CC)C>[Cl:18][C:19]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:20]=1/[CH:21]=[CH:22]/[C:23]([N:15]=[N+:16]=[N-:17])=[O:24]

Participants

5

Reactant 2

HCID 199401P,P-Diphenylphosphinic azideHCID 27347623-(2,3-dichlorophenyl)prop-2-enoic Acid

Product 1

HCID 58504274HCID 58504274, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8471TriethylamineSolvent

Procedure

Diphenylphosphoryl azide (3.00 mL) was added 2,3-dichlorocinnamic acid (3.00 g) to a room temperature suspension in benzene (20 mL) and triethylamine (2.50 mL). The reaction mixture was stirred at room temperature overnight and then concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:9) to obtain the title compound (1.77 g) having the following physical data.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:9)

Sources & evidence

ORD record
ord-676df2b9ed284a0b873b7d7dc2f58f36
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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