p-Toluenesulfonic acid monohydrate → HCID 178448363, compound

HRID 80577Notes

Reaction equation

HRID 80577 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([C@H:11]([NH:15][C:16]([N:18]2[C:24](=[O:25])[C@@H:23]([CH2:26][C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=3[O:34][CH3:35])[CH2:22][NH:21][C:20](=[N:36][O:37][CH2:38][CH3:39])[CH2:19]2)=[O:17])[CH2:12][CH2:13][CH3:14])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].O.[C:41]1([CH3:51])[CH:46]=[CH:45][C:44]([S:47]([OH:50])(=[O:49])=[O:48])=[CH:43][CH:42]=1>C(#N)C>[S:47]([C:44]1[CH:45]=[CH:46][C:41]([CH3:51])=[CH:42][CH:43]=1)([OH:50])(=[O:49])=[O:48].[NH2:1][C:2]1[CH:10]=[C:9]([C@H:11]([NH:15][C:16]([N:18]2[C:24](=[O:25])[C@@H:23]([CH2:26][C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=3[O:34][CH3:35])[CH2:22][NH:21][C:20](=[N:36][O:37][CH2:38][CH3:39])[CH2:19]2)=[O:17])[CH2:12][CH2:13][CH3:14])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[S:47]([C:44]1[CH:45]=[CH:46][C:41]([CH3:51])=[CH:42][CH:43]=1)([OH:50])(=[O:49])=[O:48].[S:47]([C:44]1[CH:45]=[CH:46][C:41]([CH3:51])=[CH:42][CH:43]=1)([OH:50])(=[O:49])=[O:48].[NH2:1][C:2]1[CH:10]=[C:9]([C@H:11]([NH:15][C:16]([N:18]2[C:24](=[O:25])[C@@H:23]([CH2:26][C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=3[O:34][CH3:35])[CH2:22][NH:21][C:20](=[N:36][O:37][CH2:38][CH3:39])[CH2:19]2)=[O:17])[CH2:12][CH2:13][CH3:14])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 178448362HCID 178448362, compound

Product 1

HCID 178448363HCID 178448363, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

The compound 12 obtained at Step (2) (503 mg) was dissolved in acetonitrile (0.5 ml), p-toluenesulfonic acid monohydrate in an acetonitrile solution (0.69M, 2 ml) was added at 60° C., then the mixture was allowed to gradually cool to room temperature. After 3 hours, the mixture was cooled to 0° C. and further stirred for 1.5 hours, then the precipitates were collected by filtration to obtain the title compound (535 mg) as a colorless crystals.

Workup

  1. temperaturethe mixture was cooled to 0° C.
  2. filtrationthe precipitates were collected by filtration

Sources & evidence

ORD record
ord-8654c9004bf5476abf41d465b9644743
Source dataset
uspto-grants-2014_09
Patent number
US08846660B2

Reaction notes

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