[ CAS No. 1131-80-2 ] {[proInfo.proName]}

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Quality Control of [ 1131-80-2 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 1131-80-2 ]

Product Details of [ 1131-80-2 ]

CAS No. :	1131-80-2	MDL No. :	MFCD00121193
Formula :	C₁₁H₁₃NO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	175.23	Pubchem ID :	-
Synonyms :

Safety of [ 1131-80-2 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1131-80-2 ]

* 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.

Upstream synthesis route of [ 1131-80-2 ]
Downstream synthetic route of [ 1131-80-2 ]

[ 1131-80-2 ] Synthesis Path-Upstream 1~4

1
[ 1122-62-9 ]
[ 4637-24-5 ]
[ 98-86-2 ]
[ 1131-80-2 ]
[ 66521-54-8 ]

Reference： [1] Synthesis, 2011, # 12, p. 1930 - 1935

2
[ 3377-92-2 ]
[ 1131-80-2 ]
[ 1971-81-9 ]

Reference： [1] Organic Letters, 2018,
[2] Organic Letters, 2018, vol. 20, # 22, p. 7326 - 7331

3
[ 1131-80-2 ]
[ 74647-39-5 ]

Reference： [1] European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89
[2] Patent: CN104072480, 2016, B,

4
[ 1131-80-2 ]
[ 187242-88-2 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1996, vol. 33, # 6, p. 1815 - 1821

[ 1131-80-2 ] Synthesis Path-Downstream 1~10

1
[ 1131-80-2 ]
[ 98-86-2 ]
[ 3558-69-8 ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,2001,vol. 56,p. 1074 - 1078
[2]Organometallics,2020,vol. 39,p. 746 - 756

2
[ 1131-80-2 ]
[ 3473-63-0 ]
[ 3438-48-0 ]

Yield	Reaction Conditions	Operation in experiment
66%	With sodium ethanolate; In ethanol; at 70℃;	General procedure: To the mixture of formamidine acetate (9.9g, 0.096mol), sodium ethoxide (10.9g, 0.16mol) and anhydrous EtOH (300mL), an appropriate (E)-3-(dimethylamino)-1-substititedphenylprop-2-en-1-one (0.08mol) was added slowly at 70C. Upon the completion of addition, the reaction mixture then was stirred at reflux for 15-20h and monitored by TLC. The solvent was concentrated in vacuum and the residue was resolved with dichloromethane (300mL), washed with water (30mL×3), brine (60mL), dried over anhydrous Na2SO4, and concentrated in vacuum to give the corresponding 4-substititedphenylpyrimidines as light yellow solids.
65%	With sodium; In ethanol; at 0℃;Reflux;	At 0 , sodium (13.8 g, 0.60 mol)Was added to 1050 mL of absolute ethanol,Na to be all dissolved,Gradually add at room temperatureFormamidine acetate (62.6 g, 0.30 mol)Was slowly added at 70 intermediate a (52.3 g, 0.30 mol),After completion, reflux reaction 15-20h.After the completion of the reaction, the temperature was lowered to room temperature,Filtration, take filtrate,The solvent was distilled off under reduced pressure,To the residue was added 1500 mL of petroleum ether,Filtration, take filtrate (static will be layered,The lower a small amount of black liquid discarded)Concentrated under reduced pressure to give a pale yellow solid, 30.4 g, in 65% yield.

Reference： [1]European Journal of Organic Chemistry,2005,p. 3775 - 3780
[2]European Journal of Medicinal Chemistry,2013,vol. 69,p. 77 - 89
[3]Patent: CN104072480,2016,B .Location in patent: Paragraph 0235; 0236

3
[ 1131-80-2 ]
[ 1006-67-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,2008,vol. 45,p. 879 - 885
[2]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 1641 - 1645
[3]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1497 - 1500

4
[ 1131-80-2 ]
[ 187242-88-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,1996,vol. 33,p. 1815 - 1821

5
[ 1131-80-2 ]
[ 1006-67-3 ]
[ 5868-58-6 ]

Reference： [1]Journal of Heterocyclic Chemistry,2008,vol. 45,p. 879 - 885

6
[ 932-16-1 ]
[ 4637-24-5 ]
[ 98-86-2 ]
[ 1131-80-2 ]
[ 938176-45-5 ]

Reference： [1]Synthesis,2011,p. 1930 - 1935

7
[ 1131-80-2 ]
[ 6945-92-2 ]
[ 1405433-13-7 ]

Yield	Reaction Conditions	Operation in experiment
720 mg	With potassium carbonate; In ethanol; at 80℃; for 20h;	Step 204.2: To a solution of ethyl hydrazinoacetate hydrochloride (866mg) in EtOH (20ml_) was added (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one (981 mg) and K2CO3 (774mg). The reaction mixture was stirred at 80C for 20h, cooled down and the pH was brought to 2-3 by adding 1 M HCl. EA was added and the phases were separated. The org. layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to afford 720 mg of white solid. LC-MS (B): tR = 0.63min; [M+H]+: 203.43.

Reference： [1]Patent: WO2013/114332,2013,A1 .Location in patent: Page/Page column 129

8
[ 1131-80-2 ]
[ 74647-39-5 ]

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 69,p. 77 - 89
[2]Patent: CN104072480,2016,B

9
[ 1131-80-2 ]
[ 55244-11-6 ]
[ 56162-65-3 ]

Yield	Reaction Conditions	Operation in experiment
78%	With ammonium acetate; In ethanol; at 85℃; for 16h;	To a solution of (E)-3-(dimethylamino)-1-phenyl-prop-2-en-1-one (3.0 g, 18.18 mmol) in ethanol (100 mL) was added <strong>[55244-11-6]ethyl 2-cyanoethanimidate hydrochloride</strong> (3.2 g, 1.2 equiv, 21.82 mmol) and ammonium acetate (14 g, 181.8 mmol, 10 equiv) and the reaction mixture was allowed to stir at 85 C. for 16 h. Progress of the reaction was monitored by 1H NMR. Reaction mixture was cooled to RT, diluted with cold water (250 mL) and the solid was filtered. The solid was washed with hexane and dried under vacuum to afford 2.9 g (78%) of desired product.

Reference： [1]Patent: US2019/23702,2019,A1 .Location in patent: Paragraph 0026; 0029; 0030

10
[ 1234616-28-4 ]
[ 1131-80-2 ]
[ 2769149-64-4 ]

Yield	Reaction Conditions	Operation in experiment
72%	With 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) In lithium hydroxide monohydrate; ethylene glycol at 120℃; for 0.333333h;

Reference： [1]Cai, Yiwen; Geng, Xiao; Wang, Lei; Xu, Zhaoliang [Journal of Organic Chemistry, 2022]

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[ CAS No. 1131-80-2 ] {[proInfo.proName]}

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Safety of [ 1131-80-2 ]

Application In Synthesis of [ 1131-80-2 ]

[ 1131-80-2 ] Synthesis Path-Upstream 1~4

[ 1131-80-2 ] Synthesis Path-Downstream 1~10

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