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p-Toluenesulfonic acid monohydrate → HCID 45280693, compound

HRID 473474
Notes
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Reaction equation

HRID 473474 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[CH:10]=[CH:11][C:12]2[C:18](=[O:19])[C:17]3[CH:20]=[CH:21][CH:22]=[C:23]([O:24][CH2:25][C@H:26]4[CH2:30][O:29]C(C)(C)[O:27]4)[C:16]=3[CH2:15][CH2:14][C:13]=2[CH:33]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO.O>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[CH:10]=[CH:11][C:12]2[C:18](=[O:19])[C:17]3[CH:20]=[CH:21][CH:22]=[C:23]([O:24][CH2:25][C@H:26]([OH:27])[CH2:30][OH:29])[C:16]=3[CH2:15][CH2:14][C:13]=2[CH:33]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 45280692HCID 45280692, compound

Product 1

HCID 45280693HCID 45280693, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

For the synthesis of the title compound, 0.10 g (0.225 mmol) of (S)-8-(2-aminophenylamino)-1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one and 0.0537 g (0.282 mmol) of p-toluenesulfonic acid monohydrate in 6 ml of methanol and 1.5 ml of water are reacted by method N. C24H24N2O4 (Mr=404.47); yield: 40%

Sources & evidence

ORD record
ord-ee4d70c7784f448baf83df189dc50caa
Source dataset
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08633312B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes