Isopropanol → HCID 178465638, compound

HRID 2103929Notes

Reaction equation

HRID 2103929 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8](C2S(=C=O)C=C(C)C=2O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Si]([O:27][CH2:28][C:29]1[CH:38]=[CH:37][C:32]([C:33]([NH:35][NH2:36])=[O:34])=[CH:31][C:30]=1[N+:39]([O-:41])=[O:40])(C(C)(C)C)(C)C.[OH2:42].[C:43]1([CH3:53])[CH:48]=[CH:47][C:46]([S:49](O)(=O)=O)=CC=1.[CH:54](O)(C)C>>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([SH:49]2[CH:46]=[C:47]([OH:42])[C:48]([C:43](=[N:36][NH:35][C:33](=[O:34])[C:32]3[CH:37]=[CH:38][C:29]([CH2:28][OH:27])=[C:30]([N+:39]([O-:41])=[O:40])[CH:31]=3)[CH3:53])=[CH:54]2)=[CH:9][CH:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 4

HCID 3776IsopropanolHCID 521998p-Toluenesulfonic acid monohydrateHCID 67050227HCID 67050227, compoundHCID 86604760HCID 86604760, compound

Product 1

HCID 178465638HCID 178465638, compoundYield 73%

Procedure

A solution of 2-(4-tert-butylphenyl)-3-hydroxy-4-methyl-carbonylthiophene (27.8 mg, 0.10 mmol), 4-(tert-butyl-dimethylsilanyloxymethyl)-3-nitrobenzoic acid hydrazide (34.9 mg, 0.11 mmol) and p-toluenesulfonic acid monohydrate (5.7 mg, 0.03 mmol) in isopropanol (1.0 mL) was stirred at 95° C. for 7 hours. The precipitated solid was collected by filtration and dried by means of a vacuum pump to give the desired product as yellow solid (34.8 mg, yield 73%).

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried by means of a vacuum pump

Sources & evidence

ORD record
ord-266a05e5760c47dca011dd3db7f14b2c
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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