Triphosgene → HCID 57663745, compound

HRID 551017Notes

Reaction equation

HRID 551017 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13].Cl[C:23](Cl)([O:25]C(=O)OC(Cl)(Cl)Cl)Cl>CC#N>[CH3:21][C:18]1[CH:19]=[CH:20][C:15]([S:12]([N:11]2[C:3]3[CH:4]=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=3[NH:1][C:23]2=[O:25])(=[O:14])=[O:13])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 141475022-amino-3-nitro-N-tosylaniline

Product 1

HCID 57663745HCID 57663745, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of N-(2-amino-3-nitrophenyl)-4-methylbenzenesulfonamide from Step A (2.00 g, 6.51 mmol) in CH3CN (100 mL) was added triphosgene (966 mg, 3.25 mmol) and the mixture was stirred at ambient temperature for 30 min. The precipitate was isolated by filtration and dried in vacuo to give the title compound. MS: m/z=334 (M+1).

Workup

  1. customThe precipitate was isolated by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-b8be26eaae304cb5ac3992a59b4ebf21
Source dataset
uspto-grants-2011_05
Patent number
US07947677B2

Reaction notes

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