Ammonia → 2-(5-Amino-3-methyl-1H-pyrazol-4-yl)-4-fluorobenzothiazole-6-sulfonic acid amide

HRID 57269Notes

Reaction equation

HRID 57269 reaction equation
NC1NN=C(C)C=1C1SC2C([S:17](Cl)(=[O:19])=[O:18])=CC=C(F)C=2N=1.[F:22][C:23]1[C:28]2[N:29]=[C:30]([C:32]3[C:36]([CH3:37])=[N:35][NH:34][C:33]=3[NH2:38])[S:31][C:27]=2[CH:26]=[CH:25][CH:24]=1.[NH3:39]>C(O)C>[NH2:38][C:33]1[NH:34][N:35]=[C:36]([CH3:37])[C:32]=1[C:30]1[S:31][C:27]2[CH:26]=[C:25]([S:17]([NH2:39])(=[O:19])=[O:18])[CH:24]=[C:23]([F:22])[C:28]=2[N:29]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 178434671HCID 178434671, compoundHCID 178434672HCID 178434672, compound

Product 1

HCID 1784346732-(5-Amino-3-methyl-1H-pyrazol-4-yl)-4-fluorobenzothiazole-6-sulfonic acid amideYield 72%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound (280 mg) was prepared from crude 2-(5-amino-3-methyl-1H-pyrazol-4-yl)-4-fluorobenzothiazole-7-sulfonyl chloride, which had been derived from the chlorosulfonation of 320 mg of 4-(4-fluorobenzothiazol-2-yl)-5-methyl-2H-pyrazol-3-ylamine, and a solution of excess ammonia dissolved in ethanol. MS (m/z, ES+): 328.0 (M+1, 100%). Yield=72%.

Sources & evidence

ORD record
ord-77d90c4710d14653ad738fb35b6a154b
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Reaction notes

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