Sulfanilamide → HCID 68820689, compound

HRID 1785299Notes

Reaction equation

HRID 1785299 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.CC(OC(=O)[NH:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]1[C:28]([Br:29])=[CH:27][N:26]=[C:25]([Cl:30])[N:24]=1)(C)C>C(#N)C.Cl.O>[ClH:30].[NH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]1[C:28]([Br:29])=[CH:27][N:26]=[C:25]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:9])=[O:10])=[CH:4][CH:3]=2)[N:24]=1

Participants

6

Reactant 2

HCID 5333SulfanilamideHCID 59020397HCID 59020397, compound

Product 1

HCID 68820689HCID 68820689, compoundYield 74.3%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-aminobenzenesulfonamide (190 mg) in acetonitrile (20 mL), hydrochloric acid solution (4M in dioxane, 0.3 mL) and water (0.3 mL) was added (3-((5-bromo-2-chloro-4-pyrimidinyl)amino)propyl)-carbamic acid-1,1-dimethylethyl ester (360 mg). The resulting mixture was refluxed overnight. The precipitate was collected and washed with acetonitrile and methanol to afford the title compound (320 mg).

Workup

  1. temperatureThe resulting mixture was refluxed overnight
  2. customThe precipitate was collected
  3. washwashed with acetonitrile and methanol

Sources & evidence

ORD record
ord-2cd4beb4e75a4046901fce5d34fec6e7
Source dataset
uspto-grants-2009_03
Patent number
US07504410B2

Reaction notes

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