Sulfuric Acid → HCID 18791632, compound

HRID 1005609Notes

Reaction equation

HRID 1005609 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:48]=[CH:47][CH:46]=[CH:45][C:7]=1[C:8]([NH:10][C:11]1[CH:42]=[CH:41][C:14]([C:15]([N:17]([CH3:40])[C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=2[O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)=[O:32])=[O:16])=[CH:13][C:12]=1[O:43][CH3:44])=[O:9].[S:49](=[O:53])(=[O:52])([OH:51])[OH:50]>C(O)C>[S:49]([OH:53])([OH:52])(=[O:51])=[O:50].[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:48]=[CH:47][CH:46]=[CH:45][C:7]=1[C:8]([NH:10][C:11]1[CH:42]=[CH:41][C:14]([C:15]([N:17]([CH3:40])[C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=2[O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)=[O:32])=[O:16])=[CH:13][C:12]=1[O:43][CH3:44])=[O:9]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 9874457HCID 9874457, compound

Product 1

HCID 18791632HCID 18791632, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 4-[2-[(3-aminoprop-1-yl)oxy]benzoyl]amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (7.35 g) in ethanol (230 ml) was added 0.5M sulfuric acid in ethanol (22.3 ml) at 80° C. The mixture was stirred for 24 hours at ambient temperature. The precipitate was filtered through a glass funnel followed by rinsing with ethanol. The resulting white, crystalline solid was dried over air for 7 days to give 4-[2-[(3-aminoprop-1-yl)oxy]benzoyl]amino-3-methoxy-N-methyl-N-[4- methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide sulfate (5.2 g).

Workup

  1. filtrationThe precipitate was filtered through a glass funnel
  2. washby rinsing with ethanol
  3. customThe resulting white, crystalline solid was dried over air for 7 days

Sources & evidence

ORD record
ord-d5684e5b28754851830b2c99ad570abe
Source dataset
uspto-grants-2000_04
Patent number
US06054457

Reaction notes

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