[ CAS No. 2373-98-0 ] {[proInfo.proName]}

Name: 2373-98-0|4,4'-Diamino-[1,1'-biphenyl]-3,3'-diol|97%
Brand: Ambeed
SKU: A289113
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Quality Control of [ 2373-98-0 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 2373-98-0 ]

CAS No. :	2373-98-0	MDL No. :	MFCD00039149
Formula :	C₁₂H₁₂N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZGDMDBHLKNQPSD-UHFFFAOYSA-N
M.W :	216.24	Pubchem ID :	16918
Synonyms :

Safety of [ 2373-98-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 2373-98-0 ]

* 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 [ 2373-98-0 ]
Downstream synthetic route of [ 2373-98-0 ]

[ 2373-98-0 ] Synthesis Path-Upstream 1~7

1
[ 119-90-4 ]
[ 2373-98-0 ]

Reference： [1] Journal of the Chemical Society, 1929, p. 149,150
[2] DRP/DRBP Org.Chem.,

2
[ 6264-77-3 ]
[ 2373-98-0 ]

Reference： [1] DRP/DRBP Org.Chem.,

3
[ 738545-25-0 ]
[ 2373-98-0 ]

Reference： [1] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343
[2] Journal of the Chemical Society, 1929, p. 149,150
[3] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343
[4] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343
[5] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343

4
[ 119-90-4 ]
[ 2373-98-0 ]
[ 87084-62-6 ]

Reference： [1] Patent: CH2371187, 1945, ,

5
[ 7647-01-0 ]
[ 738545-25-0 ]
[ 2373-98-0 ]

Reference： [1] Journal of the Chemical Society, 1929, p. 149,150
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343
[3] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343

6
[ 7664-93-9 ]
[ 738545-25-0 ]
[ 2373-98-0 ]

Reference： [1] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 343

7
[ 7647-01-0 ]
[ 6309-66-6 ]
[ 2373-98-0 ]

Reference： [1] Journal of the Chemical Society, 1929, p. 152

[ 2373-98-0 ] Synthesis Path-Downstream 1~88

1
[ 119-90-4 ]
[ 2373-98-0 ]

Reference： [1]Journal of the Chemical Society,1929,p. 149,150
[2]Patent: DE727869,1939,
DRP/DRBP Org.Chem.,

2
[ 119-90-4 ]
[ 2373-98-0 ]
[ 87084-62-6 ]

Reference： [1]Patent: CH2371187,1945,

3
[ 2373-98-0 ]
3,3'-dihydroxy-biphenyl-4,4'-bisdiazonium-dibetaine [ No CAS ]

Reference： [1]Journal of the Chemical Society,1929,p. 149,150

4
[ 6264-77-3 ]
[ 2373-98-0 ]

Reference： [1]Patent: DE727869,1939,
DRP/DRBP Org.Chem.,

5
[ 2373-98-0 ]
[ 99-05-8 ]
[ 17201-26-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,1968,vol. 5,p. 269 - 273

6
[ 2373-98-0 ]
[ 150-13-0 ]
[ 17201-27-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,1968,vol. 5,p. 269 - 273
[2]Journal of Polymer Science, Part A: Polymer Chemistry,2016,vol. 54,p. 570 - 581

7
[ 17696-62-7 ]
[ 2373-98-0 ]
[ 142109-82-8 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1991,vol. 110,p. 481 - 491

8
[ 13068-12-7 ]
[ 2373-98-0 ]
[ 127933-44-2 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2012,vol. 60,p. 1574 - 1580
[2]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

9
[ 2373-98-0 ]
[ 2651-15-2 ]
[ 127933-43-1 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326
[2]Chemical and Pharmaceutical Bulletin,2012,vol. 60,p. 1574 - 1580

10
[ 2373-98-0 ]
[ 13068-20-7 ]
[ 127933-42-0 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326
[2]Chemical and Pharmaceutical Bulletin,2012,vol. 60,p. 1574 - 1580

11
[ 2373-98-0 ]
[ 701-73-5 ]
[ 127933-19-1 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

12
[ 2373-98-0 ]
[ 13037-22-4 ]
[ 127933-20-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

13
[ 2373-98-0 ]
[ 705-69-1 ]
[ 127933-21-5 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

14
[ 2373-98-0 ]
[ 34956-06-4 ]
[ 127933-22-6 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

15
[ 2373-98-0 ]
[ 76423-99-9 ]
[ 127933-31-7 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

16
[ 2373-98-0 ]
[ 83431-63-4 ]
[ 127933-33-9 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

17
[ 2373-98-0 ]
[ 103588-18-7 ]
2,2'-bis(5,6-dimethyl-2-benzothiazolylamino)-6,6'-bibenzoxazole [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

18
[ 2373-98-0 ]
[ 71156-12-2 ]
[ 127933-34-0 ]

Reference： [1]Journal of Heterocyclic Chemistry,1990,vol. 27,p. 321 - 326

19
[ 2373-98-0 ]
[ 20353-93-9 ]
[ 31139-60-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,1992,vol. 29,p. 1365 - 1368

20
[ 2373-98-0 ]
[ 122-51-0 ]
[ 31139-60-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,1992,vol. 29,p. 1365 - 1368

21
[ 2373-98-0 ]
[ 1107-00-2 ]
polymer, M_n = 20800, M_w/M_n = 2.2; monomer(s): 3,3\-dihydroxybenzidine; 2,2-bis-4\-(phthalic anhydride)hexafluoropropane [ No CAS ]

Reference： [1]Journal of Materials Chemistry,2002,vol. 12,p. 546 - 552

22
[ 2373-98-0 ]
[ 1107-00-2 ]
polyimide, M_w 53400, polydispersity 1.87 by GPC; monomer(s): 2,2\-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride; 3,3\-dihydroxy-4,4\-diaminobiphenyl [ No CAS ]

Reference： [1]Macromolecules,2003,vol. 36,p. 6527 - 6536

23
[ 2373-98-0 ]
[ 1107-00-2 ]
poly(amic acid); monomers: 3,3\-dihydroxy-4,4\-diaminobiphenyl; 4,4\-(hexafluoroisopropylidene)diphthalic anhydride [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals,2004,vol. 412,p. 247/[1857]-258/[1868]

24
4-(2-(4-(2-hydroxyethoxy)phenyl)vinyl)pyridine [ No CAS ]
[ 2373-98-0 ]
[ 1107-00-2 ]
photoreactive polyimide, incorporated PVP side groups [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,2001,vol. 368,p. 509 - 516

25
[ 2373-98-0 ]
[ 1107-00-2 ]
P₀₅; monomer(s): 3,3\-diamino-4,4\-dihydroxybiphenyl; 4,4\-(hexafluoro-isopropylidene)diphthalic anhydride [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,2001,vol. 357,p. 11 - 26

26
[ 2373-98-0 ]
[ 1107-00-2 ]
photoreactive polyimide [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,2001,vol. 368,p. 503 - 508

27
[ 89-32-7 ]
[ 2373-98-0 ]
poly(amic acid); monomer(s): pyromellitic dianhydride; 3,3\-dihydroxybenzidine [ No CAS ]

Reference： [1]Macromolecules,2006,vol. 39,p. 7561 - 7565

28
[ 2373-98-0 ]
[ 1107-00-2 ]
copolymer, M_w = 53400; monomer(s): 3,3\-dihydroxy-4,4\-diaminobiphenyl; 2,2\-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,2000,vol. 349,p. 275 - 278

29
[ 2373-98-0 ]
3,3'-bis(cinnamate)-4,4'-diphthalimidobiphenyl [ No CAS ]

Reference： [1]Macromolecules,2003,vol. 36,p. 6527 - 6536

30
[ 2373-98-0 ]
[ 108-94-1 ]
3,3'-dihydroxybenzidinedicyclohexanoimine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; In ISOPROPYLAMIDE; at 60℃; for 8h;Molecular Sieves 4A;	In a 300-ml flask equipped with a Soxhlet extractor containing Molecular Sieves 4A as a dehydrating agent, a stirrer, a condenser, and a thermometer were placed 21.6 g (100 mmol) of <strong>[2373-98-0]3,3'-dihydroxybenzidine</strong>, 100 ml of cyclohexanone, 100 ml of dimethylacetamide, and 0.95 g (5 mmol) of p-toluenesulfonic acid monohydrate, followed by stirring at 60C in a nitrogen atmosphere for eight hours. After cooling this to room temperature, cyclohexanone and dimethylacetamide were removed therefrom under reduced pressure, the residue was purified by silica gel chromatography and thereby yielded 32.0 g (85 mmol) of target <strong>[2373-98-0]3,3'-dihydroxybenzidine</strong>dicyclohexanoimine [N,N'-dicyclohexylidene-<strong>[2373-98-0]3,3'-dihydroxybenzidine</strong>]. Infrared absorption spectral data (cm-1): 1637 (C=N) MS: 377 (M+H), 295

Reference： [1]Patent: EP1681284,2006,A1 .Location in patent: Page/Page column 15-16

31
[ 2373-98-0 ]
[ 67-64-1 ]
3,3'-dihydroxybenzidinediisopropanoimine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; In ISOPROPYLAMIDE; at 60℃; for 8h;Molecular Sieves 4A;	In a 300-ml flask equipped with a Soxhlet extractor containing Molecular Sieves 4A as a dehydrating agent, a stirrer, a condenser, and a thermometer were placed 21.6 g (100 mmol) of <strong>[2373-98-0]3,3'-dihydroxybenzidine</strong>, 100 ml of acetone, 100 ml of dimethylacetamide, and 0.95 g (5 mmol) of p-toluenesulfonic acid monohydrate, followed by stirring at 60C in a nitrogen atmosphere for eight hours. After cooling this to room temperature, acetone and dimethylacetamide were removed therefrom under reduced pressure, the residue was purified by silica gel chromatography and thereby yielded 21.3 g (72 mmol) of target <strong>[2373-98-0]3,3'-dihydroxybenzidine</strong>diisopropanoimine [N,N'-diisopropylidene-<strong>[2373-98-0]3,3'-dihydroxybenzidine</strong>]. Infrared absorption spectral data (cm-1): 1628 (C=N) MS: 297 (M+H), 279, 240

Reference： [1]Patent: EP1681284,2006,A1 .Location in patent: Page/Page column 15

32
[ 20170-32-5 ]
[ 2373-98-0 ]
[ 1067889-45-5 ]

Yield	Reaction Conditions	Operation in experiment
85.5%	boric acid; In dimethyl sulfoxide; toluene; at 140℃; for 48h;	In a 1L 3-necked flask, equipped with a stirrer, and a Dean-Starke water trap carrying a reflux condenser, was charged 21.6 g ( 0.1 mole) of 3,3'-dihydroxybenzidine, 55.6 g ( 0.2 mole) of 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid, 1.22 g (0.02 mole) of powdered boric acid, 500 ml of toluene and 50 ml of dimethyl sulfoxide. Reactants were heated at 140 C. for 48 h with removal of water. At the end of the reaction, toluene was distilled off under reduced pressure and the residual melt was added to 1 lit. of water and stirred for 6 h. Solids were separated by filtration. Crude solids obtained were dissolved in 500 ml acetone and to this solution was added 10 ml conc. hydrochloric acid. This acidified solution was slowly dropped with stirring in 2 lit. of water and the solids separated out collected by filtration and washed with water until the filtrate showed neutral pH. These solids were further purified by dissolving in 500 ml of methanol and treating with 3.5 g of activated charcoal at ambient temperature for 30 min. The solution was filtered and the filtrate was then added to 1 lit. of aqueous 10% sodium bicarbonate solution with vigorous stirring. Solids were collected by vacuum filtration and washed with water until the filtrate showed neutral pH. The solids were dried in vacuum at 50 C. There was obtained 63 g (85.5%) of (I) as off white powder.

Reference： [1]Patent: US2008/249335,2008,A1 .Location in patent: Page/Page column 8

33
[ 2373-98-0 ]
[ 10027-07-3 ]
C₃₂H₃₄N₄O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl acetamide; at -18℃; for 1.5h;	Preparation Example 6; Synthesis of Amino-and-Hydroxyl-Containing Compound of Formula (1b-5); In a reactor (Erlenmeyer flask) was placed 1.5 g (7.11 mmol) of hexane-1,6-dicarbonyl chloride, and this was combined with 307 g of N,N-dimethylacetamide (DMAc) to give a solution, and the solution was cooled to -20C on a dry ice/methanol bath. Likewise, 30.7 g (142 mmol) of <strong>[2373-98-0]3,3'-dihydroxybenzidine</strong> of Formula (2-4) was placed in another reactor (Erlenmeyer flask), and this was combined with 307 g of N,N-dimethylacetamide (DMAc) to give a solution, and the solution was cooled to -20C on a dry ice/methanol bath. The two solutions were charged at an equivalent rate through syringes into yet another reactor held at -18C or lower using a cooling unit, followed by stirring for 1.5 hours. After the completion of reaction, the solvent was distilled off using an evaporator, to a solids concentration of 15 percent by weight. The residual mixture was added dropwise to 1000 ml of methanol in another reactor, to give a slurry composed of precipitates and a supernatant. The slurry was stirred for about 1 hour after the completion of dropwise addition, to give precipitates. The precipitates were collected by filtration, transferred again to a flask, and dissolved in DMAc to a solids concentration of 15 percent by weight. The solution was added dropwise to 1000 ml of methanol in another reactor, to give a slurry composed of precipitates and a supernatant. The slurry was stirred for about 1 hour after the completion of dropwise addition to give precipitates, and the precipitates were collected by filtration. This procedure was repeated seven times. The resulting solids were dried in a vacuum drier to give a product. The NMR spectrum of the product was measured to find that a compound of Formula (1b-5) was formed.[NMR Spectral Data] 1H-NMR (DMSO-d6) delta (ppm) : 1.35 (4H <-CH2->), 2.40 (4H <-CH2->), 2.50 (4H <-CH2->), 4.63 (4H <-NH2>), 6.57-7.05 (10H <aromatic protons>), 7.64 (2H <aromatic protons>), 9.10-9.78 (6H)

Reference： [1]Patent: EP2003123,2008,A2 .Location in patent: Page/Page column 34; 68-69

34
[ 2373-98-0 ]
[ 138433-02-0 ]
C₁₂₂H₂₁₂N₂O₈ [ No CAS ]

Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 1906 - 1910

35
[ 2373-98-0 ]
[ 117241-32-4 ]
[ 1151760-19-8 ]

Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 1906 - 1910

36
[ 2373-98-0 ]
[ 757240-40-7 ]
C₇₄H₁₁₆N₂O₈ [ No CAS ]

Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 1906 - 1910

37
[ 2373-98-0 ]
[ 651-07-0 ]
[ 860615-75-4 ]

Reference： [1]Journal of Materials Chemistry,2007,vol. 17,p. 1102 - 1108

38
[ 1120-71-4 ]
[ 2373-98-0 ]
[ 56716-06-4 ]

Reference： [1]Journal of Polymer Science, Part A: Polymer Chemistry,2010,vol. 48,p. 2846 - 2854

39
[ 2373-98-0 ]
[ 1259986-32-7 ]

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511

40
[ 2373-98-0 ]
[ 1259986-26-9 ]

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511

41
[ 2373-98-0 ]
[ 1259986-28-1 ]

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511

42
[ 2373-98-0 ]
[ 1259986-34-9 ]

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511

43
[ 2373-98-0 ]
[ 179766-29-1 ]

Yield	Reaction Conditions	Operation in experiment
		first step:Add <strong>[2373-98-0]3,3'-dihydroxybenzidine</strong> (A) to a 500 mL three-necked flask equipped with a nitrogen port and a constant pressure dropping funnel.a hydrogen bromide solvent, dissolving sodium nitrite in deionized water,The sodium nitrite solution was slowly added dropwise to a three-necked flask at -5 to 0 C to obtain a diazonium salt.The obtained diazonium salt solution is slowly added dropwise to a three-necked flask containing a hydrogen bromide solution and a cuprous bromide.Then, the temperature is raised to 100 C for 10 to 12 hours, and the material is discharged in deionized water.Washed 3 to 4 times, recrystallized from ethanol and water to give the product4,4'-Dibromo-3,3'-biphenol (product B).The molar ratio of <strong>[2373-98-0]3,3'-dihydroxybenzidine</strong>, sodium nitrite and cuprous bromide in the reaction is 1:2:5-6.And the reaction for preparing the diazonium salt is carried out in a reaction environment of -5 to 0 C.

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511
[2]Patent: WO2018/65786,2018,A1 .Location in patent: Page/Page column 54
[3]Patent: CN108586403,2018,A .Location in patent: Paragraph 0007; 0035-0037; 0043
[4]Polymer,2019,vol. 169,p. 160 - 166

44
[ 2373-98-0 ]
2,7-dibromo-9,9-dihexyl-3,6-bis(octyloxy)silafluorene [ No CAS ]

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511

45
[ 2373-98-0 ]
[ 1259986-25-8 ]

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511

46
[ 2373-98-0 ]
[ 540536-05-8 ]

Reference： [1]Macromolecules,2011,vol. 44,p. 502 - 511

47
[ 2373-98-0 ]
[ 477706-03-9 ]

Reference： [1]Polymer,2011,vol. 52,p. 2170 - 2179

48
[ 2373-98-0 ]
[ 32323-87-8 ]
[ 1342307-93-0 ]