Mafenide → HCID 18705809, compound

HRID 2287860Notes

Reaction equation

HRID 2287860 reaction equation
[CH2:1]([N:4]([CH2:20][CH2:21][CH3:22])[CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([C:17]([O-])=[O:18])=[C:10]([C:14]([O-])=[O:15])[CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[NH2:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[CH:27][CH:26]=1>>[CH2:20]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:13][C:12]2=[CH:11][C:10]3[C:14](=[O:15])[N:23]([CH2:24][C:25]4[CH:26]=[CH:27][C:28]([S:31]([NH2:34])(=[O:32])=[O:33])=[CH:29][CH:30]=4)[C:17](=[O:18])[C:9]=3[CH:8]=[C:7]2[CH2:6]1)[CH2:21][CH3:22]

Participants

3

Reactant 2

HCID 3998MafenideHCID 18705881HCID 18705881, compound

Product 1

HCID 18705809HCID 18705809, compound

Procedure

Using procedure 49, 2-(dipropylamino)-2,3-dihydro-1H-indene-5,6-dicarboxylate (92, 0.35 g, 1.0 mmol) was treated with p-aminomethylbenzenesulfonamide (0.31 g, 1.4 mmol). Purification using silica gel, eluting with 4:1 CH2Cl2 /acetone, afforded a solid that recrystallized from CH2Cl2 /Et2O/hexane to give 109 as a white solid (m.p. 190-194° C.).

Workup

  1. customPurification
  2. washeluting with 4:1 CH2Cl2 /acetone
  3. customafforded a solid
  4. customthat recrystallized from CH2Cl2 /Et2O/hexane

Sources & evidence

ORD record
ord-2a7f948a63f84985aef908651d0558f8
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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