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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981548Generated: October 26, 2026

4-Toluenesulfonyl chloride → 3-Methylthiomethyl-7-[2-(2-amino-4-thiazolyl)-2-{2-bromoethoxyimino}-acetamido]-ceph-3-eme-4-carboxylic acid

https://huagongshe.com/reaction/981548

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant2-(2-Tritylamino-4-thiazolyl)-2-(2-bromoethoxyimino)-acetic acidHCID 53760165—
Reactant3-Methylthiomethyl-7-amino-ceph-3-eme-4-carboxylic acidHCID 67712883—
SolventFormic AcidHCID 284—
Product3-Methylthiomethyl-7-[2-(2-amino-4-thiazolyl)-2-{2-bromoethoxyimino}-acetamido]-ceph-3-eme-4-carboxylic acidHCID 131716790—

Reaction Steps

Using the procedure of Example 17, 1.909 g of the syn isomer of 2-(2-tritylamino-4-thiazolyl)-2-(2-bromoethoxyimino)-acetic acid (described in French Pat. No. 2,438,050), 0.68 g of tosyl chloride, 0.927 g of 3-methylthiomethyl-7-amino-ceph-3-eme-4-carboxylic acid and 15 ml of 67% aqueous formic acid were reacted to obtain 0.615 g of pure syn isomer of 3-methylthiomethyl-7-[2-(2-amino-4-thiazolyl)-2-{2-bromoethoxyimino}-acetamido]-ceph-3-eme-4-carboxylic acid with a melting point of 185° C. (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04992431
Source datasetuspto-grants-1991_02
ORD IDord-aefddb9c06e74d279ba53c9572312f5b
Source noteuspto-grants-1991_02