Propanedioyl dichloride → HCID 117699333, compound

HRID 1049807Notes

Reaction equation

HRID 1049807 reaction equation
[NH2:1][C:2]1[C:7]([CH3:8])=[C:6]([Br:9])[CH:5]=[CH:4][C:3]=1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)(=[O:20])=[O:19])=[CH:13][CH:12]=1.BrC1C=CC(O)=C([N+]([O-])=O)C=1C.[C:39](Cl)(=[O:44])[CH2:40][C:41](Cl)=[O:42]>C1COCC1>[Br:9][C:6]1[CH:5]=[CH:4][C:3]2[N:10]([C:11]3[CH:12]=[CH:13][C:14]([NH:17][S:18]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)(=[O:20])=[O:19])=[CH:15][CH:16]=3)[C:39](=[O:44])[CH2:40][C:41](=[O:42])[NH:1][C:2]=2[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 74269Propanedioyl dichlorideHCID 130881794-Bromo-3-methyl-2-nitrophenolHCID 117699223HCID 117699223, compound

Product 1

HCID 117699333HCID 117699333, compoundYield 10.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-[4-(2-Amino-4-bromo-3-methylphenylamino)phenyl]benzenesulfonamide (100 mg, 0.231 mmol) synthesized by using 4-bromo-3-methyl-2-nitrophenol was treated with malonyl chloride (22 μL, 0.226 mmol) in THF to give the title compound (12 mg, yield 10%).

Sources & evidence

ORD record
ord-4e4ece57979d46d9b8733905773bc406
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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