106820-63-7|Methyl 3-(N-(2-methoxy-2-oxoethyl)sulfamoyl)thiophene-2-carboxylate| Ambeed

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Quality Control of [ 106820-63-7 ] Purity: 98% SDS Specification

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Product Details of [ 106820-63-7 ]

CAS No. :	106820-63-7
Formula :	C₉H₁₁NO₆S₂
M.W :	293.32
SMILES Code :	COC(=O)CNS(=O)(=O)C1=C(SC=C1)C(=O)OC
MDL No. :	MFCD01570165
InChI Key :	KUTKKTKUSGIBPZ-UHFFFAOYSA-N
Pubchem ID :	717593

Safety of [ 106820-63-7 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H312-H319-H332
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of [ 106820-63-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 106820-63-7 ]

[ 106820-63-7 ] Synthesis Path-Downstream 1~23

1
[ 5680-79-5 ]
[ 59337-92-7 ]
[ 106820-63-7 ]

Yield	Reaction Conditions	Operation in experiment
92.3%	In water; at 20.0℃; for 6.0h;pH 7 - 8;	The four-mouth flask equipped with a stirrer was added methyl 3-chlorosulfonyl-2-thiophenecarboxylate 8 g and water 20 ml. At room temperature, add dropwise glycine methyl ester hydrochloride 4.5 g aqueous solution (10 ml). At the same time, add dropwise 10% acid binding agent aqueous solution 30 ml, control pH to 7-8. After the completion of the addition, reaction at room temperature for 6 hours, filtering, the filter cake after the water washing, drying after recrystallization with methanol, getting white solid TNXK-1 to 9 g, yield 92.3%.
	In water; at 20.0℃; for 6.0h;pH 7 - 8;	1) Weigh 12g of methyl chlorosulfonyl-2-thiophenecarboxylate (49.5mmol) and dissolve it in 30ml of water, and then add dropwise an aqueous solution (15ml) of 6.8g of methyl glycine hydrochloride (54.4mmol) at room temperature; Add 10% acid binding agent aqueous solution (45ml) to control the pH to 7-8. After the addition is complete, react for 6h at room temperature, filter, wash the filter cake 3 times with water and dry. Then it was recrystallized with methanol to obtain a white crude product II (13.5 g, 93%).

References: [1]Patent: CN107141308,2017,A .Location in patent: Paragraph 0041-0045; 0063; 0067; 0073; 0077; 0083; 0087.
[2]Journal of Medicinal Chemistry,1987,vol. 30,p. 678 - 682.
[3]Patent: CN111646987,2020,A .Location in patent: Paragraph 0106; 0146-0148.

2
[ 106820-63-7 ]
[ 98827-44-2 ]

Yield	Reaction Conditions	Operation in experiment
79%	With sodium methylate; In methanol; for 2.0h;Reflux;	8.5 g of TNXK-1, 27% sodium methoxide 27.2 g and anhydrous methanol 15 ml stirring to reflux 2 hours, cooling, water 200 ml dilution, use 10% hydrochloric acid to neutral, evaporate the solvent, and then cooling the residue 10% hydrochloric acid to the PH is 3. Filtering, the filter cake is then washing with water, drying, be 5.6 g yellow-green solid TNXK-2, yield 79%.
	With water; sodium methylate; In methanol; at 75.0℃; for 25.0h;	2) Weigh 10g of crude product II (34mmol) and 32g of 27% sodium methoxide (160mmol) in 18ml of anhydrous methanol, heat to 75C under stirring and reflux for 25h, cool, add 200ml of water and dilute with 10% The hydrochloric acid was adjusted to neutrality, the solvent was distilled off, the remaining cooling material was adjusted to pH 3 with 10% hydrochloric acid, filtered, the filter cake was washed with water 3 times and dried to obtain a yellow solid crude product II' (4.92 g, 76.5%).

References: [1]Patent: CN107141308,2017,A .Location in patent: Paragraph 0046-0050; 0064; 0068; 0074; 0078; 0084; 0088.
[2]Journal of Medicinal Chemistry,1987,vol. 30,p. 678 - 682.
[3]Patent: CN111646987,2020,A .Location in patent: Paragraph 0106; 0146-0147; 0149.

3
[ 59337-89-2 ]
[ 106820-63-7 ]