HCID 19041038, compound → HCID 19041014, compound

HRID 1683801Notes

Reaction equation

[CH3:1][O:2][S:3]([OH:6])(=[O:5])=[O:4].[CH2:7]([O:9][C:10]1[CH:11]=[C:12]([C:19]2[S:20][CH:21]=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30](=[NH:33])SC)[N:25]=3)[N:23]=2)[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH3:18])[CH3:8].[NH3:34].CO>>[CH3:1][O:2][S:3]([OH:6])(=[O:5])=[O:4].[CH2:7]([O:9][C:10]1[CH:11]=[C:12]([C:19]2[S:20][CH:21]=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30](=[NH:33])[NH2:34])[N:25]=3)[N:23]=2)[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH3:18])[CH3:8]

Participants

Reactant 2

HCID 19041038HCID 19041038, compound

HCID 21705897Ammonia methanol

Product 1

HCID 19041014HCID 19041014, compound

Procedure

0.81 g of 2-(3,4-diethoxyphenyl)-4-[6-(1-imino-1-methylthiomethyl)-2-pyridyl]thiazole monomethylsulfate and a saturated ammonia-methanol solution were refluxed at 100° C. for 3 hours in a sealed tube. The solvent was removed by distillation. The residue was recrystallized from chloroform-diethyl ether to obtain 0.44 g of 2-(3,4-diethoxyphenyl)-4-(6-amidino-2-pyridyl)thiazole monomethylsulfate.

Workup

customThe solvent was removed by distillation
customThe residue was recrystallized from chloroform-diethyl ether

Sources & evidence

ORD record: ord-b77561fc9e8447009b12e6ea8cc8d155
Source dataset: uspto-grants-1997_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05639770

Reaction notes

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