Dimethylformamide → HCID 19605077, compound

HRID 1603505Notes

Reaction equation

C(N(CC)CC)C.CN(C=O)C.[NH2:13][CH2:14][C:15]1[N:16]2[CH:23]=[N:22][CH:21]=[C:17]2[S:18][C:19]=1[CH3:20].[S:24](Cl)(=[O:27])(=[O:26])[NH2:25]>O.C(=O)([O-])O.[Na+]>[NH2:25][S:24]([NH:13][CH2:14][C:15]1[N:16]2[CH:23]=[N:22][CH:21]=[C:17]2[S:18][C:19]=1[CH3:20])(=[O:27])=[O:26]

Participants

Conditions

Temperature: -25 °C

Procedure

Under an argon atmosphere at -40° C., 0.84 ml of triethylamine was added dropwise to 5 ml of a dry DMF solution containing 334 mg of 3-aminomethyl-2-methylimidazo[5,1-b]thiazole, and 347 mg of sulfamoyl chloride was further added, followed by stirring at -40 to -10° C. for 3 hours. After the reaction solution was diluted with water, sodium hydrogencarbonate was used to adjust the pH of the solution to about 7.5, and the thus adjusted solution was directly subjected to Diaion HP-20 Resin to obtain 110 mg of the title compound as a light green powder.

Workup

additionwas further added

Sources & evidence

ORD record: ord-29c26009fc0e4b2da4c193afb008542e
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05990101

Reaction notes

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