Phosphorus tribromide → HCID 19087651, compound

HRID 1464281Notes

Reaction equation

HRID 1464281 reaction equation
[C:1]1([C:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]([C:23]3[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[C:24]=3[C:25]([OH:27])=[O:26])[C:18]([O:20]CC)=O)[CH2:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Br)(Br)[Br:36]>C(Cl)Cl>[BrH:36].[C:1]1([C:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]3[C:23]4[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[C:24]=4[C:25](=[O:26])[O:27][C:18]3=[O:20])[CH2:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 19087670HCID 19087670, compound

Product 1

HCID 19087651HCID 19087651, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-[N-{4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl}-N-ethoxycarbonylamino]-6nitrobenzoic acid (680 mg) and phosphorus tribromide (0.7 ml) in methylene dichloride (30 ml) was refluxed for 3 hours. Excess of phosphorus tribromide was quenched with ethanol (2 ml) on an ice-bath. Then appeared crystalline materials were collected, and washed with ethanol to give 1-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-5-nitro-1,2-dihydro-4H-3,1-benzoxazine-2,4-dione hydrobromide 414 mg).

Workup

  1. temperaturewas refluxed for 3 hours
  2. customExcess of phosphorus tribromide was quenched with ethanol (2 ml) on an ice-bath
  3. customwere collected
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-48201b11c53542598e64564e52cc75b1
Source dataset
uspto-grants-1994_04
Patent number
US05304560

Reaction notes

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