N-Iodosuccinimide → HCID 13604645, compound

HRID 2232428Notes

Reaction equation

HRID 2232428 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:15]/[O:16][CH3:17])/[C:12]([OH:14])=[O:13])[N:10]=1)=[O:4].[I:18]N1C(=O)CCC1=O>CC(N(C)C)=O>[Cl:1][CH2:2][C:3]([NH:5][C:6]1[S:7][C:8]([I:18])=[C:9](/[C:11](=[N:15]/[O:16][CH3:17])/[C:12]([OH:14])=[O:13])[N:10]=1)=[O:4]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 5858790(2Z)-{2-[(Chloroacetyl)amino]-1,3-thiazol-4-yl}(methoxyimino)acetic acid

Product 1

HCID 13604645HCID 13604645, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 13.9 g of 2-(2-chloroacetamidothiazol-4-yl)-2(Z)-methoxyiminoacetic acid in 30 ml of dimethylacetamide, 17.0 g of N-iodosuccinimide is added and the mixture is stirred at 60° C. for 1 hour. Then, the reaction mixture is processed as in Reference Example 37 to give 19.6 g (97% yield) of the above-identified compound as colorless crystals.

Sources & evidence

ORD record
ord-e4395e09d1324a42bbe528ee1906f461
Source dataset
uspto-grants-1988_11
Patent number
US04788185

Reaction notes

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