Pyridine → HCID 22398289, compound

HRID 1070835Notes

Reaction equation

HRID 1070835 reaction equation
Cl.[NH2:2][C:3]1[S:7][N:6]=[C:5]([CH3:8])[CH:4]=1.[C:9](Cl)(=[O:11])[CH3:10].[N:13]1C=CC=CC=1>>[NH2:13][C:4]1[C:5]([CH3:8])=[N:6][S:7][C:3]=1[NH:2][C:9](=[O:11])[CH3:10]

Participants

4

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 27239183-Methylisothiazol-5-ylamine hydrochloride

Product 1

HCID 22398289HCID 22398289, compound

Procedure

Compounds 179 and 189 were synthesized as shown Scheme 7. Reaction of 5-amino-3-methylisothiazole hydrochloride with acetic chloride in pyridine followed by nitration and reduction gave an intermediate of 4-amino-5-acetamido-3-methylisothiazole. Reaction of the intermediate (1.2 eq ) with DBD under N2 afforded Compound179. Refluxing 4-nitro-5-acetamido-3-methylisothiazole in 4N HCl aq. and further reacting with DBD under N2 with refluxing yielded Compound 189.

Sources & evidence

ORD record
ord-1472b606c43d42c2972cad841c077d5b
Source dataset
uspto-grants-2005_06
Patent number
US06903133B2

Reaction notes

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