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Merck
CN

12268

Ethyl benzimidate hydrochloride

≥97.0% (AT)

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About This Item

Linear Formula:
C6H5C(=NH)OCH2CH3 · HCl
CAS Number:
Molecular Weight:
185.65
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-248-1
Beilstein/REAXYS Number:
3913195
MDL number:
Assay:
≥97.0% (AT)
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Quality Level

assay

≥97.0% (AT)

mp

~125 °C (dec.)

functional group

ether, phenyl

SMILES string

Cl[H].CCOC(=N)c1ccccc1

InChI

1S/C9H11NO.ClH/c1-2-11-9(10)8-6-4-3-5-7-8;/h3-7,10H,2H2,1H3;1H

InChI key

MODZVIMSNXSQIH-UHFFFAOYSA-N

General description

Ethyl benzimidate hydrochloride reacts with (R)-ethyl cysteine hydrochloride in ethanol to yield (4R)-ethyl 2-phenyl-4,5-dihydrothiazole-4-carboxylate. It reacts with D-Penicillamine methyl ester hydrochloride and triethylamine to yield methyl-5,5- dimethyl-2-phenyl-2-thiazoline-4-carboxylate.

Application

Intermediate for synthesis


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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The Synthesis of Substituted Penicillins and Simpler Structural Analogs. III. Phthalimido ?-Lactam-Thiazolidines Derived from Penicillamine.
Sheehan JC, et al.
Journal of the American Chemical Society, 73(9), 4373-4375 (1951)
Søren S Donau et al.
Chemosphere, 233, 873-878 (2019-07-26)
The cyanoacrylate ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate (phenamacril), has been introduced as an effective agent against several fungi species belonging to the Fusarium genus. However, in current literature, knowledge about the environmental behavior of this fungicide is limited and there are no data
Satendra Singh et al.
The Journal of organic chemistry, 69(13), 4551-4554 (2004-06-19)
(1R)-(+)-2,10- and (1S)-(-)-2,10-camphorsultam were acylated with ethyl 2-phenylthiazoline 4-carboxylate to afford (+)- and (-)-2-phenylthiazolinylcamphorsultam, which were stereoselectively alkylated with MeI in the presence of n-BuLi. Alkylation of these phenylthiazolinylcamphorsultams occurred from the beta-face rather than alpha-face, resulting in the formation



Global Trade Item Number

SKUGTIN
12268-100G04061832097800
12268-25G04061832097817