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Sigma-Aldrich

Ethyl benzimidate hydrochloride

≥97.0% (AT)

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Linear Formula:
C6H5C(=NH)OCH2CH3 · HCl
CAS Number:
Molecular Weight:
185.65
Beilstein/REAXYS Number:
3913195
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (AT)

mp

~125 °C (dec.)

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

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This Item
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Ethyl benzimidate hydrochloride ≥97.0% (AT)

12268

Ethyl benzimidate hydrochloride

3,5-Dimethoxybenzoyl chloride 97%

161713

3,5-Dimethoxybenzoyl chloride

Diethyl meso-2,5-dibromoadipate 98%

347191

Diethyl meso-2,5-dibromoadipate

Ethyl formimidate hydrochloride

396788

Ethyl formimidate hydrochloride

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

mp

~125 °C (dec.)

mp

43-46 °C (lit.)

mp

65-67 °C (lit.)

mp

75 °C (dec.) (lit.)

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
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

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