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[ CAS No. 3858-83-1 ] {[proInfo.proName]}

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Chemical Structure| 3858-83-1

Chemical Structure| 3858-83-1

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Quality Control of [ 3858-83-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3858-83-1 ]

SDS Specification

Alternatived Products of [ 3858-83-1 ]

Product Details of [ 3858-83-1 ]

CAS No. :	3858-83-1	MDL No. :	MFCD01310411
Formula :	C₇H₉N₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	135.17	Pubchem ID :	-
Synonyms :

Safety of [ 3858-83-1 ]

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 [ 3858-83-1 ]

* 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 [ 3858-83-1 ]

[ 3858-83-1 ] Synthesis Path-Downstream 1~22

1
[ 15723-90-7 ]
[ 3858-83-1 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen In ethanol

Reference： [1]Julia,M.; Gombert,R. [Bulletin de la Societe Chimique de France, 1968, p. 376 - 382]

2
2-(4-Aminophenyl)-5-pentylpyrimidine [ No CAS ]
[ 463-71-8 ]
[ 25462-23-1 ]
[ 3858-83-1 ]
4-(5-pentylpyrimidin-2-yl)-phenyl isothiocyanate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 7 2-(4-Aminophenyl)-5-pentylpyrimidine (prepared from 4-aminophenylamidine and <strong>[25462-23-1]2-<strong>[25462-23-1]pentylpropane-1,3-diol</strong></strong>) is reacted with thiophosgene as described in Example 3, affording 2-(4-isothiocyanatophenyl)-5-pentylpyrimidine; m.p. 46, c.p. 85.5.

Reference： [1]Patent: US4970022,1990,A

3
[ 55589-47-4 ]
[RuCl₂(hexamethylbenzene)]2 [ No CAS ]
[ 3858-83-1 ]
C₂₆H₃₂ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

4
[ 1849-55-4 ]
[RuCl₂(hexamethylbenzene)]2 [ No CAS ]
[ 3858-83-1 ]
C₂₅H₃₀ClN₄ORu⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

5
[RuCl₂(hexamethylbenzene)]2 [ No CAS ]
[ 3858-83-1 ]
[ 10165-86-3 ]
C₂₇H₃₂ClN₄O₂Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

6
[ 4985-92-6 ]
[RuCl₂(hexamethylbenzene)]2 [ No CAS ]
[ 3858-83-1 ]
C₂₆H₃₂ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

7
[ 55589-47-4 ]
[ 88946-80-9 ]
[ 3858-83-1 ]
C₂₉H₃₈ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

8
[ 1849-55-4 ]
[ 88946-80-9 ]
[ 3858-83-1 ]
C₂₈H₃₆ClN₄ORu⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

9
[ 88946-80-9 ]
[ 3858-83-1 ]
[ 10165-86-3 ]
C₃₀H₃₈ClN₄O₂Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

10
[ 4985-92-6 ]
[ 88946-80-9 ]
[ 3858-83-1 ]
C₂₉H₃₈ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

11
[ 55589-47-4 ]
[ 37366-09-9 ]
[ 3858-83-1 ]
C₂₀H₂₀ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

12
[ 55589-47-4 ]
[ 52462-27-8 ]
[ 3858-83-1 ]
C₂₁H₂₂ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

13
[ 55589-47-4 ]
[ 52462-29-0 ]
[ 3858-83-1 ]
C₂₄H₂₈ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

14
[ 37366-09-9 ]
[ 3858-83-1 ]
[ 10165-86-3 ]
C₂₁H₂₀ClN₄O₂Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

15
[ 52462-27-8 ]
[ 3858-83-1 ]
[ 10165-86-3 ]
C₂₂H₂₂ClN₄O₂Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

16
[ 52462-29-0 ]
[ 3858-83-1 ]
[ 10165-86-3 ]
C₂₅H₂₈ClN₄O₂Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

17
[ 4985-92-6 ]
[ 37366-09-9 ]
[ 3858-83-1 ]
C₂₀H₂₀ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

18
[ 4985-92-6 ]
[ 52462-27-8 ]
[ 3858-83-1 ]
C₂₁H₂₂ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

19
[ 4985-92-6 ]
[ 52462-29-0 ]
[ 3858-83-1 ]
C₂₄H₂₈ClN₄Ru⁽¹⁺⁾*Cl^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6043 - 6059

20
[ 277319-62-7 ]
[ 3858-83-1 ]

Yield	Reaction Conditions	Operation in experiment
59%	With 1% Pd on activated carbon; ammonium formate; acetic acid for 96h; Reflux;	4-Aminobenzimidamide(45g). Compound 44g (151 mg, 1.0 mmol) was stirred under reflux in AcOH(5 mL) with Pd/C (1%, 362 mg) and HCOONH4 (800 mg, 12.6 mmol) for 4d, before being cooled and filtered (Celite). The evaporationresidue was basified with aq. NaOH (5 M, 20 mL) and extracted thrice withEtOAc. Drying and evaporation gave 45g (80 mg, 59%) as a whitepowder: mp 200-201°C (lit.32 171°C); 1H NMR d 6.70 (3 H, br, NH & NH2),7.35 (2 H, br, NH2), 7.66 (2 H, d, J = 8.6 Hz, Ph 3,5-H2), 7.73 (2 H, d, J = 8.6 Hz, Ph 2,6-H2); 13CNMR d117.80 (3,5-C2), 127.21 (2,6-C2), 133.0 (1-C), 140.0(4-C), 152.0 (C=N); MS m/z 136.0898(M + H)+ (C7H10N3 requires136.0875).
	With mitochondrial amidoxime reducing component In aq. phosphate buffer at 37℃; Enzymatic reaction;
	With hydrogen In ethanol at 20℃; for 4h;	2 0.05 mol of p-nitrobenzonitrile, 0.06 mol of hydroxylamine hydrochloride and 0.03 mol of potassium carbonate were dissolved in 100 ml of 90% ethanol (10% water), stirred until no bubbles were generated, and the temperature was raised to 80 ° C for 1 h. The solvent was cooled to obtain white solid crystals; solid solution was dissolved in 50 ml of absolute ethanol and 10 g of the catalyst prepared in Example 1 was passed through 0.15 MPa (first purged and then closed) and reacted at room temperature for 4 hours. Ethanol was removed under reduced pressure, The extraction was repeated twice and the toluene phase was combined. The catalyst remains in the reactor without operation and is recycled. Vacuum distillation of toluene solution can be obtained p-aminobenzamidine, the total yield of 95%HPLC purity 99.3%.

Reference： [1]Kumpan, Katerina; Nathubhai, Amit; Zhang, Chenlu; Wood, Pauline J.; Lloyd, Matthew D.; Thompson, Andrew S.; Haikarainen, Teemu; Lehtiö, Lari; Threadgill, Michael D. [Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3013 - 3032]
[2]Bauch, Eva; Reichmann, Debora; Mendel, Ralf-Rainer; Bittner, Florian; Manke, Anne-Marie; Kurz, Philipp; Girreser, Ulrich; Havemeyer, Antje; Clement, Bernd [ChemMedChem, 2015, vol. 10, # 2, p. 360 - 367]
[3]Current Patent Assignee: LIU, DONGHONG - CN106565540, 2017, A Location in patent: Paragraph 0009

21
[ 6092-54-2 ]
[ 3858-83-1 ]
hexyl ((4-aminophenyl)(imino)methyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85.9%	With sodium hydroxide; In acetone; at 0 - 10℃;	Take dabigatran etexilate intermediates (3)10g, add acetone 50ml, 4N sodium hydroxide solution 20ml, stir well after the insulation 0 ~ 10 dropping 12g of <strong>[6092-54-2]n-hexyl chloroformate</strong> dissolved in 15ml acetone solution, after adding insulation reaction 20 ~ 30min, TLC (developer: Ethyl acetate: petroleum ether = 4: 1) to determine the end point of the reaction. After completion of the reaction, the organic layer was separated and concentrated in vacuo at 30 C under reduced pressure to dryness. Ethyl acetate (40 ml) was dissolved, adjusted to pH 2 with concentrated hydrochloric acid, filtered in an ice-water bath, washed with 15 ml of ethyl acetate, And dried under reduced pressure to obtain the target compound in a yield of 85.9%.

Reference： [1]Patent: CN105523999,2016,A .Location in patent: Paragraph 0034

22
[ 619-72-7 ]
[ 3858-83-1 ]

Yield	Reaction Conditions	Operation in experiment
98%	Stage #1: 4-nitrobenzonitrile With hydroxylamine hydrochloride; potassium carbonate In ethanol; water at 80℃; for 1h; Stage #2: With hydrogen In ethanol; water at 20℃; for 4h;	2 Embodiment 2 0 . 05 µM to the nitrobenzene carbonitrile, 0.06 µM hydroxylamine hydrochloride, 0.03 µM potassium carbonate dissolved in 100 ml 90% ethanol (aqueous 10%), the stirring reaction to bubble generation, raising the temperature to 80 °C reaction 1h, the majority of the solvent is removed under reduced pressure; cooling to obtain white solid crystalline; solid is dissolved in 50 ml anhydrous ethanol added to the 10g embodiment 1 preparation of the catalyst, hydrogen 0.15 mpa (first purging, closed after), room temperature reaction 4h; reduced pressure to remove the ethanol, 20 ml toluene extraction, repeated extraction 2 time, combined toluene. Catalyst stays in the reactor does not need to be operating, to be recycled. The toluene solution is distilled under reduced pressure to amino benzonitrile trunk can be obtained, the total yield 98%, HPLC purity 99.5%.
97%	Stage #1: 4-nitrobenzonitrile With hydroxylamine hydrochloride; potassium carbonate In ethanol; water at 80℃; for 1h; Stage #2: With C₁₂H₂₀N₄⁽²⁺⁾2BF₄^(1-)Pt; hydrogen In ethanol at 20℃; for 4h;	2 Example 2 0.05 mg of p-nitrobenzonitrile, 0.06 moles of hydroxylamine hydrochloride, and 0.3 mol of potassium carbonate were dissolved in 100 ml of 90% ethanol (10% water), stirred until no bubbles were generated, and the temperature was raised to 80 ° C. 10 g of the catalyst prepared in Example 1 was added to the catalyst prepared in Example 1, quenched by hydrogen at 0.15 MPa (first purged and then closed), and reacted at room temperature for 4 hours. The ethanol was removed under reduced pressure, and the residue was filtered to obtain a white solid. 20ml toluene extraction, repeated extraction 2 times, combined toluene phase. The catalyst remains in the reactor without operation and is recycled. Decompression of toluene solution under reduced pressure to get p-aminobenzamidine, the total yield of 97%, Volume 1 (: 99.8% purity.
96%	Stage #1: 4-nitrobenzonitrile With hydroxylamine hydrochloride; potassium carbonate In ethanol; water at 80℃; for 1h; Stage #2: With hydrogen at 20℃; for 4h;	2 Example 2 0.05 mol of p-nitrobenzonitrile,0.06 mol of hydroxylamine hydrochloride,0.03 mol of potassium carbonate was dissolved in 100 ml of 90% ethanol (10% water)Stirring reaction to no bubble generation,The temperature was raised to 80 ° C for 1 h,Remove most of the solvent under reduced pressure;Cooling to obtain a white solid crystal;Solid was dissolved in 50 ml of absolute ethanol and 10 g of the catalyst prepared in Example 1 was added,Through the hydrogen 0.15MPa (first purge, after the closed),Room temperature reaction 4h;Remove the ethanol under reduced pressure,20ml toluene extraction,Repeated extraction 2 times,Combined toluene phase.The catalyst remains in the reactor without operation and is recycled.Vacuum distillation of toluene solution can be p-aminobenzamidine,The total yield of 96%HPLC purity 99.2%.

Reference： [1]Current Patent Assignee: Lin Wenlian - CN106565541, 2017, A Location in patent: Paragraph 0009
[2]Current Patent Assignee: Wang, Mizhi - CN106565539, 2017, A Location in patent: Paragraph 0009
[3]Current Patent Assignee: Li Jingpi - CN106565542, 2017, A Location in patent: Paragraph 0008; 0009

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