[ CAS No. 151-63-3 ]

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Quality Control of [ 151-63-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 151-63-3 ]

SDS

Alternatived Products of [ 151-63-3 ]

Product Details of [ 151-63-3 ]

CAS No. :	151-63-3	MDL No. :	MFCD00012851
Formula :	C₂H₆N₂O₄S	Boiling Point :	330°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	154.15 g/mol	Pubchem ID :	-
Synonyms :	1. Aminoacetonnitrile hydrogen sulfate

Safety of [ 151-63-3 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P310+P330-P302+P352+P312+P361+P364-P304+P340+P311-P305+P351+P338+P337+P313-P403+P233-P405-P501	UN#:	3439
Hazard Statements:	H301+H311+H331-H315-H319	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 151-63-3 ]

Upstream synthesis route of [ 151-63-3 ]
Downstream synthetic route of [ 151-63-3 ]

[ 151-63-3 ] Synthesis Path-Upstream 1~2

1
[ 1013-88-3 ]
[ 151-63-3 ]
[ 70591-20-7 ]

Reference： [1] Chemistry - A European Journal, 2010, vol. 16, # 18, p. 5286 - 5291

2
[ 24424-99-5 ]
[ 151-63-3 ]
[ 85363-04-8 ]

Yield	Reaction Conditions	Operation in experiment
98%	With triethylamine In dichloromethane at 60℃; Sealed tube	A 2-acylamidoacetonitrile was prepared similarly at room temperature, using an acid chloride as a starting compound. To a solution of the compound thus obtained (3 mmol) in dry methanol (50 mL) at room temperature under N2 atmosphere was added L-cysteine methyl ester hydrochloride (770 mg, 4.5 mmol) and triethylamine (0.63 mL, 4.5 mmol). The resulting mixture was stirred for 3 h and evaporated to dryness. The residue was taken up in CH2Cl2 and washed with saturated NaHCO3 solution and brine. The organic extract was dried over sodium sulfate, filtered, evaporated, and purified by column chromatography (silica gel, hexane/ethyl acetate, 5:1) to give a methyl ester of compounds 14 – 17. Precooled LiOH (0.9 mL, 1 N, 0.9 mmol) was added to the methyl ester (1.0 mmol) in methanol (5 mL) at 0 oC. The suspension was stirred for 1 h at room temperature, diluted with acetone (20 mL) to precipitate the product. The white powder was filtered and dried to give compounds 14 – 17.

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6229 - 6232
[2] Chemistry - A European Journal, 2018, vol. 24, # 68, p. 18075 - 18081

[ 151-63-3 ] Synthesis Path-Downstream 1~25

1
[ 151-63-3 ]
[ 501-53-1 ]
[ 3589-41-1 ]

Yield	Reaction Conditions	Operation in experiment
97%	With potassium hydrogencarbonate In 1,4-dioxane; water at 0℃;
50%	With sodium hydroxide; sodium hydrogencarbonate In water for 3h;
	(i) aq. Na₂CO₃, (ii) /BRN= 509751/; Multistep reaction;

	With sodium hydroxide
	With sodium hydroxide In water
	With triethylamine In dichloromethane at 60℃; Sealed tube;	General Method B. General procedure: A 2-acylamidoacetonitrile was prepared similarly at room temperature, using an acid chloride as a starting compound. To a solution of the compound thus obtained (3 mmol) in dry methanol (50 mL) at room temperature under N2 atmosphere was added L-cysteine methyl ester hydrochloride (770 mg, 4.5 mmol) and triethylamine (0.63 mL, 4.5 mmol). The resulting mixture was stirred for 3 h and evaporated to dryness. The residue was taken up in CH2Cl2 and washed with saturated NaHCO3 solution and brine. The organic extract was dried over sodium sulfate, filtered, evaporated, and purified by column chromatography (silica gel, hexane/ethyl acetate, 5:1) to give a methyl ester of compounds 14 - 17. Precooled LiOH (0.9 mL, 1 N, 0.9 mmol) was added to the methyl ester (1.0 mmol) in methanol (5 mL) at 0 oC. The suspension was stirred for 1 h at room temperature, diluted with acetone (20 mL) to precipitate the product. The white powder was filtered and dried to give compounds 14 - 17.

Reference： [1]Schmidt, Ulrich; Utz, Roland; Lieberknecht, Albrecht; Griesser, Helmut; Potzolli, Bernd; et al. [Synthesis, 1987, # 3, p. 233 - 236]
[2]Cusack, Noel J.; Shaw, Gordon; Logemann, Fatma I. [Journal of the Chemical Society. Perkin transactions I, 1980, p. 2316 - 2321]
[3]Foye; Kauffman [Journal of Pharmaceutical Sciences, 1968, vol. 57, # 9, p. 1614 - 1616]
[4]Williams,A. et al. [Journal of the Chemical Society. Perkin transactions II, 1972, p. 627 - 633]
[5]Storer, A. C.; Ozaki, Y.; Carey, P. R. [Canadian Journal of Chemistry, 1982, vol. 60, p. 199 - 209]
[6]Chen, Pinhong; Horton, Lori B.; Mikulski, Rose L.; Deng, Lisheng; Sundriyal, Sandeep; Palzkill, Timothy; Song, Yongcheng [Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6229 - 6232]

2
[ 1738-86-9 ]
[ 151-63-3 ]
[ 20855-76-9 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In 1,4-dioxane

Reference： [1]Grzonka,Z. et al. [Tetrahedron, 1971, vol. 27, p. 2317 - 2322]

3
[ 55447-00-2 ]
[ 151-63-3 ]
[1-(cyanomethyl-carbamoyl)-2-naphthalen-1-yl-ethyl]-carbamic acid tert-butyl ester [ No CAS ]