Trimethyl orthoformate → HCID 68822180, compound

Reaction equation

[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:11])[C:6]=1[S:7]([NH2:10])(=[O:9])=[O:8].[CH:12](OC)(OC)OC>>[CH3:11][C:5]1[C:6]2[S:7](=[O:8])(=[O:9])[N:10]=[CH:12][NH:1][C:2]=2[S:3][CH:4]=1

Participants

Reactant 2

HCID 9005Trimethyl orthoformate

HCID 21999992HCID 21999992, compound

Product 1

HCID 68822180HCID 68822180, compound

Conditions

Temperature: 90 °C

Procedure

200 mg of 2-amino-4-methylthiophene-3-sulphonamide, the preparation of which is described in patent WO 99/03861, are dissolved in 1.5 ml of trimethyl orthoformate. The mixture is heated at 90° C. for 2 hours in an open vessel. After evaporation of the solvent under reduced pressure, the residue is taken up in 3 ml of ethyl acetate. The resulting insoluble material is collected by filtration, washed with diethyl ether and dried.

Workup

customAfter evaporation of the solvent under reduced pressure
filtrationThe resulting insoluble material is collected by filtration
washwashed with diethyl ether
customdried

Sources & evidence

ORD record: ord-69695625111a4249ada7ca21d0cbfcf6
Source dataset: uspto-grants-2009_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07476668B2

Reaction notes

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