[ CAS No. 2103-91-5 ] {[proInfo.proName]}

Name: 2103-91-5|4-(p-Tolyl)thiazol-2-amine|98%
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SKU: A488083
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Quality Control of [ 2103-91-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 2103-91-5 ]

Product Details of [ 2103-91-5 ]

CAS No. :	2103-91-5	MDL No. :	MFCD00170264
Formula :	C₁₀H₁₀N₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ARLHWYFAPHJCJT-UHFFFAOYSA-N
M.W :	190.26	Pubchem ID :	244066
Synonyms :

Calculated chemistry of [ 2103-91-5 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	11
Fraction Csp3 :	0.1
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	56.92
TPSA :	67.15 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.59 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.01
Log Po/w (XLOGP3) :	2.63
Log Po/w (WLOGP) :	2.71
Log Po/w (MLOGP) :	1.63
Log Po/w (SILICOS-IT) :	3.41
Consensus Log Po/w :	2.48

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.24
Solubility :	0.11 mg/ml ; 0.00058 mol/l
Class :	Soluble
Log S (Ali) :	-3.69
Solubility :	0.0388 mg/ml ; 0.000204 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.84
Solubility :	0.0274 mg/ml ; 0.000144 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.23

Safety of [ 2103-91-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280	UN#:	N/A
Hazard Statements:	H302-H312-H332	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 2103-91-5 ]

* 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 [ 2103-91-5 ]

[ 2103-91-5 ] Synthesis Path-Downstream 1~13

1
[ 2103-91-5 ]
[ 87-13-8 ]
[ 71638-85-2 ]

Yield	Reaction Conditions	Operation in experiment
	at 110℃; for 6h;

Reference： [1]Saint-Ruf,G.; Silou,T. [Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 1021 - 1024]

2
[ 2103-91-5 ]
[ 614-23-3 ]
[ 112672-08-9 ]

Yield	Reaction Conditions	Operation in experiment
	In acetone for 1h; Heating; Yield given;

Reference： [1]Dhindsa, G. S. [Polish Journal of Chemistry, 1986, vol. 60, # 4-6, p. 609 - 614]

3
[ 2103-91-5 ]
[ 302964-02-9 ]
[ 1029088-56-9 ]

Yield	Reaction Conditions	Operation in experiment
17%	With 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;	2-Chloro-l-methylpyridinium iodide (0.47 g, 1.84 mmol), DIEA (0.44 mL, 2.5 mmol) and 4-p- tolylthiazol-2-amine (0.24 g, 1.23 mmol) were added to a solution of 2-(tert- butoxycarbonylamino)thiazole-5-carboxylic acid (0.30 g, 1.23 mmol) in DMF (5 mL). The15 resulting solution was stirred at RT until completion of the reaction. Then the reaction mixture was diluted with AcOEt, washed with water, dried with Na2SO4 and concentrated. The crude product was purified by column (100% AcOEt), yielding tert-butyl 5-(4-p-tolylthiazol-2- ylcarbamoyl)thiazol-2-ylcarbamate (80 mg, 17%) as a solid. 1H-NMR (400 MHz, CDCl3): delta(ppm): 10.8 (bs, 2H), 7.76 (s, IH), 7.61 (d, J= 8 Hz, 2H), 7.15 0 (d, J= 8 Hz, 2 H), 7.09 (s, 1 H), 2.35 (s, 3H), 1.42 (s, 9H). MS (ESI): m/z (%): 417.32 [MH+].

Reference： [1]Patent: WO2008/61795,2008,A2 .Location in patent: Page/Page column 82-83

4
[ 2103-91-5 ]
[ 56651-60-6 ]
[ 1210115-24-4 ]

Yield	Reaction Conditions	Operation in experiment
	With n-butyllithium In tetrahydrofuran; hexane at 20℃;	1.) Synthesis of the urea derivatives General Procedure: To the residue was added dry tetrahydrofuran (THF, 1.5 ml). It was added dropwise to a solution of n-buthyllithium (0.80 mmol, 1.6 M in n-Hexane) deprotonated amine (0.80 mmol) in 1.5 ml tetrahydrofuran and stirred at room temperature overnight. The reaction solution was added to a vigorous stirred water to give the solid crude urea. The solid was filtered off and recrystallised from methanol or ethanol.

Reference： [1]Monte, Fabio Lo; Kramer, Thomas; Boländer, Alexander; Plotkin, Batya; Eldar-Finkelman, Hagit; Fuertes, Ana; Dominguez, Juan; Schmidt, Boris [Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 18, p. 5610 - 5615]

5
[ 2103-91-5 ]
[ 2949-22-6 ]
[ 1330750-54-3 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran at 80℃;

Reference： [1]Location in patent: experimental part Han, Minsoo; Park, Chan-Ho; Nam, Kee Dal; Cho, Sung-Woo; Hahn, Hoh-Gyu [Bulletin of the Korean Chemical Society, 2011, vol. 32, # 10, p. 3805 - 3808]

6
[ 2103-91-5 ]
[ 2602-85-9 ]
N-(4-p-tolylthiazol-2-yl)benzo[d]thiazole-2-carboximidamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	In N,N-dimethyl-formamide; at 180℃; for 3h;Sealed tube; Microwave irradiation; Inert atmosphere;	General procedure: 4.6. Microwave-assisted synthesis of N-(4-phenylthiazol-2-yl)-benzo[d]thiazole-, thiazolo[4,5-b]pyridine-, thiazolo[5,4-b]pyridine-, benzo[d]oxazole-2-carboximidamides (19e45)In a sealed tube, a stirred solution of carbonitrile (2 mmol) andthe appropriate 4-phenylthiazol-2-amine (2.4 mmol) in dry DMF(4 mL) was heated under microwave irradiation (800 W) at 180 Cfor 3 h. Evaporation of the solvent gave a crude product, which waspurified by flash chromatography using petroleum ether/methylenechloride (100:0 to 0:100, v/v) as eluent. 4.6.1. N-(4-Phenylthiazol-2-yl)benzo[d]thiazole-2-carboximidamide(19). Yield 80% (0.536 g), yellow solid, mp228e230 C; IR (cm1)ymax 3364, 3107, 2914, 1619, 1592, 1537, 1509, 1476, 1318, 1234, 1117,1044, 818, 766, 754, 726, 619; 1H NMR (300 MHz, DMSO-d6) d 9.54(br s, bs, 1H, NH), 9.26 (br s, 1H, NH), 8.25e8.19 (m, 1H, Har), 8.16 (d,J7.5 Hz, 1H, Har), 7.95 (d, J7.2 Hz, 2H, H-Ph), 7.84 (s, 1H, Hthiazole),7.68e7.55 (m, 2H, Har), 7.48 (t, J7.5 Hz, 2H, H-Ph), 7.37 (t, J7.3 Hz,1H, H-Ph); 13C NMR (75 MHz, DMSO-d6) d 173.2, 165.6, 153.7, 151.8,151.7, 136.9, 134.6, 129.4 (2C), 128.7, 127.6, 127.5, 126.3 (2C), 124.2,123.4, 110.6; HRMS calcd for C17H13N4S2 [MH] 337.0582, found337.0596.

Reference： [1]Tetrahedron,2015,vol. 70,p. 5532 - 5540

7
[ 2103-91-5 ]
[ 1878-49-5 ]
N-(4-(p-tolyl) thiazol-2-yl)-2-(2-methylphenoxy)acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Phenoxyacetic acids (4a-j, 2mmol) in dry DCM (20ml) was stirred at 25-30C, and then lutidine (3mmol) was added, followed by the addition of substituted amino-4-phenyl-1,3-thiazoles (2mmol). The reaction mixture was stirred at the same temperature for 30min, then cooled to 0-5C and TBTU (2mmol) was added over a period of 30min maintaining the temperature below 5C. The reaction mass was stirred overnight and monitored by TLC using chloroform: methanol (9:1) as the mobile phase. The purity of the compounds was determined using high performance liquid chromatography (HPLC) by reversed phase agilent zorbax SB-C18 column method, with methanol (50%): acetonitrile (30%): water (20%) as mobile phase. The solvent was evaporated at reduced pressure, quenched by the addition of crushed ice and the obtained solid was filtered, dried and recrystallized from ethanol to afford compounds 8a-ab in good yield [supplementary files].

Reference： [1]European Journal of Medicinal Chemistry,2018,vol. 143,p. 1826 - 1839

8
[ 2103-91-5 ]
[ 25141-58-6 ]
2-(2-isopropylphenoxy)-N-(4-(p-tolyl) thiazol-2-yl)acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Phenoxyacetic acids (4a-j, 2mmol) in dry DCM (20ml) was stirred at 25-30C, and then lutidine (3mmol) was added, followed by the addition of substituted amino-4-phenyl-1,3-thiazoles (2mmol). The reaction mixture was stirred at the same temperature for 30min, then cooled to 0-5C and TBTU (2mmol) was added over a period of 30min maintaining the temperature below 5C. The reaction mass was stirred overnight and monitored by TLC using chloroform: methanol (9:1) as the mobile phase. The purity of the compounds was determined using high performance liquid chromatography (HPLC) by reversed phase agilent zorbax SB-C18 column method, with methanol (50%): acetonitrile (30%): water (20%) as mobile phase. The solvent was evaporated at reduced pressure, quenched by the addition of crushed ice and the obtained solid was filtered, dried and recrystallized from ethanol to afford compounds 8a-ab in good yield [supplementary files].

Reference： [1]European Journal of Medicinal Chemistry,2018,vol. 143,p. 1826 - 1839

9
[ 2103-91-5 ]
[ 405-79-8 ]
2-(4-fluorophenoxy)-N-(4-(p-tolyl) thiazol-2-yl)acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Phenoxyacetic acids (4a-j, 2mmol) in dry DCM (20ml) was stirred at 25-30C, and then lutidine (3mmol) was added, followed by the addition of substituted amino-4-phenyl-1,3-thiazoles (2mmol). The reaction mixture was stirred at the same temperature for 30min, then cooled to 0-5C and TBTU (2mmol) was added over a period of 30min maintaining the temperature below 5C. The reaction mass was stirred overnight and monitored by TLC using chloroform: methanol (9:1) as the mobile phase. The purity of the compounds was determined using high performance liquid chromatography (HPLC) by reversed phase agilent zorbax SB-C18 column method, with methanol (50%): acetonitrile (30%): water (20%) as mobile phase. The solvent was evaporated at reduced pressure, quenched by the addition of crushed ice and the obtained solid was filtered, dried and recrystallized from ethanol to afford compounds 8a-ab in good yield [supplementary files].

Reference： [1]European Journal of Medicinal Chemistry,2018,vol. 143,p. 1826 - 1839

10
[ 2103-91-5 ]
[ 940-64-7 ]
[ 72192-47-3 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2-amino-4-(p-methylphenyl)-1,3-thiazole; 2-(4-methylphenoxy)acetic acid With 2,6-dimethylpyridine In dichloromethane at 25 - 30℃; for 0.5h; Stage #2: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In dichloromethane at 0 - 5℃;	23 4.1.2.3 General synthetic procedure for 4-Phenyl-2-Phenoxyacetamide Thiazoles analogues (8_a-ab) General procedure: Phenoxyacetic acids (4a-j, 2mmol) in dry DCM (20ml) was stirred at 25-30°C, and then lutidine (3mmol) was added, followed by the addition of substituted amino-4-phenyl-1,3-thiazoles (2mmol). The reaction mixture was stirred at the same temperature for 30min, then cooled to 0-5°C and TBTU (2mmol) was added over a period of 30min maintaining the temperature below 5°C. The reaction mass was stirred overnight and monitored by TLC using chloroform: methanol (9:1) as the mobile phase. The purity of the compounds was determined using high performance liquid chromatography (HPLC) by reversed phase agilent zorbax SB-C18 column method, with methanol (50%): acetonitrile (30%): water (20%) as mobile phase. The solvent was evaporated at reduced pressure, quenched by the addition of crushed ice and the obtained solid was filtered, dried and recrystallized from ethanol to afford compounds 8a-ab in good yield [supplementary files].

Reference： [1]Mohammed, Yasser Hussein Eissa; Malojirao, Vikas H.; Thirusangu, Prabhu; Al-Ghorbani, Mohammed; Prabhakar; Khanum, Shaukath Ara [European Journal of Medicinal Chemistry, 2018, vol. 143, p. 1826 - 1839]

11
[ 122-88-3 ]
[ 2103-91-5 ]
[ 72192-42-8 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Phenoxyacetic acids (4a-j, 2mmol) in dry DCM (20ml) was stirred at 25-30C, and then lutidine (3mmol) was added, followed by the addition of substituted amino-4-phenyl-1,3-thiazoles (2mmol). The reaction mixture was stirred at the same temperature for 30min, then cooled to 0-5C and TBTU (2mmol) was added over a period of 30min maintaining the temperature below 5C. The reaction mass was stirred overnight and monitored by TLC using chloroform: methanol (9:1) as the mobile phase. The purity of the compounds was determined using high performance liquid chromatography (HPLC) by reversed phase agilent zorbax SB-C18 column method, with methanol (50%): acetonitrile (30%): water (20%) as mobile phase. The solvent was evaporated at reduced pressure, quenched by the addition of crushed ice and the obtained solid was filtered, dried and recrystallized from ethanol to afford compounds 8a-ab in good yield [supplementary files].

Reference： [1]European Journal of Medicinal Chemistry,2018,vol. 143,p. 1826 - 1839

12
[ 2103-91-5 ]
[ 80370-42-9 ]
3-(4-methylphenyl)-5-oxo-5H-thiazolo[3,2-a]pyrimidin-6-carbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
23.8 g		In a reaction bottle with a water separator,Adding 19g of 4-(4-methylphenyl)-thiazol-2-amine and 17.5g of <strong>[80370-42-9]ethyl 2-formyl-3-oxopropionate</strong> to benzene (using benzene instead of toluene as solvent,Lowering the reaction reflux temperature, avoiding the formation of by-products in 200 mL, and adding 10 g of molecular sieve for drying,Slowly heating to reflux at 80 C, the water in the reaction system is removed during the reaction,Adding p-toluenesulfonic acid 1.7g to the reaction system under nitrogen protectionWhile maintaining the reaction mixture at reflux, continue to react for 6 h.Then, 60 mL of a methanol solution containing 11 g of sodium methoxide was slowly added dropwise under a nitrogen atmosphere.At the same time, the reaction system was kept at reflux and reacted for another 4 hours., TLC monitors the reaction of the raw materials completely, and distills off 100 mL of benzene under reduced pressure; Then the temperature of the reaction mixture slowly decreased to 0 to 10 C and stirring was continued for 1 h.Slowly add 25% hydrochloric acid at this temperature to adjust the pH of the reaction solution to neutral.During the dropwise addition of hydrochloric acid, a large amount of solids gradually precipitated, and stirring was continued at 0 to 10 C for 1 h.The reaction system is charged to analyze the solid, and the reaction solution is filtered.After the filter cake is dried, it is separated by silica gel column chromatography to obtain a solid.6-formyl-3-(4-methylphenyl)-5H-thiazolo[3,2-a]pyrimidin-5-one 23.8 g;

Reference： [1]Patent: CN110078747,2019,A .Location in patent: Paragraph 0037-0043

13
[ 104-09-6 ]
[ 17356-08-0 ]
[ 2103-91-5 ]

Yield	Reaction Conditions	Operation in experiment
92%	With iodine In dimethyl sulfoxide at 80℃; for 0.0166667h; Green chemistry;	General procedure for the catalytic synthesis of 2-aminothiazoles General procedure: A mixture of methylcarbonyl (1 mmol), thiourea (1.5 mmol), I2(1 mmol) and Nizeolite-Im-IL (15 mg) in DMSO (2 mL) was stirred at 80 °C for desired time. Afterthe satisfactory completion of the reaction (monitored by TLC), the nanocatalystwas separated through centrifugation. The reaction media (DMSO) was quenchedby adding ammonia to pH = 9-10 to give the solid products. Finally, the pure productwas recrystallized from ethanol at a high yield. All 2-aminothiazole products areknown and were identified by comparing their melting point, FT-IR and 1H NMRwith authentic samples.

Reference： [1]Kalhor, Mehdi; Zarnegar, Zohre [Research on Chemical Intermediates, 2022, vol. 48, # 2, p. 519 - 540]

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Code	Phrase
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P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 2103-91-5 ] {[proInfo.proName]}

Quality Control of [ 2103-91-5 ]

Related Doc. of [ 2103-91-5 ]

Product Details of [ 2103-91-5 ]

Calculated chemistry of [ 2103-91-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 2103-91-5 ]

Application In Synthesis of [ 2103-91-5 ]

[ 2103-91-5 ] Synthesis Path-Downstream 1~13

Related Functional Groups of [ 2103-91-5 ]

Aryls

Amines

Related Parent Nucleus of [ 2103-91-5 ]

Thiazoles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 2103-91-5 ]

Related Parent Nucleus of
[ 2103-91-5 ]