[ CAS No. 16370-63-1 ] {[proInfo.proName]}

Name: 16370-63-1|2-Amino-4,6-dimethoxy-1,3,5-triazine|97%
Brand: Ambeed
SKU: A161737
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Quality Control of [ 16370-63-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 16370-63-1 ]

SDS Specification

Alternatived Products of [ 16370-63-1 ]

Product Details of [ 16370-63-1 ]

CAS No. :	16370-63-1	MDL No. :	MFCD00052765
Formula :	C₅H₈N₄O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KVHFZZUPCXCRIX-UHFFFAOYSA-N
M.W :	156.14	Pubchem ID :	27840
Synonyms :

Calculated chemistry of [ 16370-63-1 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.4
Num. rotatable bonds :	2
Num. H-bond acceptors :	5.0
Num. H-bond donors :	1.0
Molar Refractivity :	37.22
TPSA :	83.15 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.08 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.74
Log Po/w (XLOGP3) :	0.24
Log Po/w (WLOGP) :	-0.52
Log Po/w (MLOGP) :	-1.46
Log Po/w (SILICOS-IT) :	-0.26
Consensus Log Po/w :	-0.05

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.23
Solubility :	9.17 mg/ml ; 0.0588 mol/l
Class :	Very soluble
Log S (Ali) :	-1.55
Solubility :	4.44 mg/ml ; 0.0284 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.16
Solubility :	10.8 mg/ml ; 0.0689 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.59

Safety of [ 16370-63-1 ]

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

Application In Synthesis of [ 16370-63-1 ]

* 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.

Upstream synthesis route of [ 16370-63-1 ]
Downstream synthetic route of [ 16370-63-1 ]

[ 16370-63-1 ] Synthesis Path-Upstream 1~8

1
[ 877-89-4 ]
[ 16370-63-1 ]

Yield	Reaction Conditions	Operation in experiment
86%	With ammonia In water at 25 - 51℃; for 2 h;	Example 3A Preparation of 2-amino-4,6-dimethoxy-1,3,5-triazine precursor A mixture of 10.1 g (0.059 mole) of 2,4,6-trimethoxy-1,3,5-triazine and water (100 mL) was stirred at 25° C. while 110 mL of 28percent aqueous ammonia was added. The mixture was held at 48-51° C. for two hours before it was cooled to 25° C. and the insoluble white crystals were removed. The product was washed with water and dried to give 7.84 g (86percent), mp 218-221° C. ¹H NMR (DMSO-d): 3.81 (s, 6H); 7.38 (s, 2H). ¹³C NMR (DMSO-d₆): 53.9, 169.0, 171.9.

Reference： [1] Patent: US6833454, 2004, B1, . Location in patent: Page column 6-7
[2] Chemische Berichte, 1886, vol. 19, p. 2072
[3] Chemische Berichte, 1870, vol. 3, p. 271

2
[ 108-77-0 ]
[ 16370-63-1 ]

Yield	Reaction Conditions	Operation in experiment
85.4%	With ammonia; sodium methylate In methanol; water; toluene	EXAMPLE 2 There is added to the atmosphere above the reaction mixture 5.1 g (0.299 moles) of ammonia gas over a 25 minute period at 20° to 40° C., to a mixture of 26.8 g (0.145 moles) of cyanuric chloride and 100 g of toluene. The mixture is cooled to 10° C. and 25 g of methanol is added. There is then added over a five minute period, 99.0 g of a 25percent solution of sodium methoxide to the resulting mixture causing it to reflux. The mixture is kept under reflux for 15 minutes; there is then added 100 g of water. A white solid is obtained after the mixture is filtered and washed with 50 g of water. After drying at 80° C. for several hours, 20.3 g of a white solid is obtained. Based on method of preparation, there is obtained an 85.4percent yield of 2-amino-4,6-dimethoxy-1,3,5-triazine (ADMT) based on cyanuric chloride.

Reference： [1] Patent: US5721364, 1998, A,

3
[ 74691-24-0 ]
[ 16370-63-1 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 331 - 342

4
[ 67-56-1 ]
[ 933-20-0 ]
[ 16370-63-1 ]

Reference： [1] Journal of the American Chemical Society, 1951, vol. 73, p. 2986,2989

5
[ 30805-07-3 ]
[ 16370-63-1 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1981, vol. 54, # 1, p. 305 - 306

6
[ 66030-89-5 ]
[ 16370-63-1 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 331 - 342

7
[ 124-41-4 ]
[ 506-77-4 ]
[ 16370-63-1 ]
[ 877-89-4 ]

Reference： [1] Chemische Berichte, 1870, vol. 3, p. 271

8
[ 94593-91-6 ]
[ 16370-63-1 ]

Reference： [1] Journal of Agricultural and Food Chemistry, 2002, vol. 50, # 5, p. 1081 - 1088

[ 16370-63-1 ] Synthesis Path-Downstream 1~41

1
[ 67-56-1 ]
[ 933-20-0 ]
[ 16370-63-1 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 2986,2989

2
[ 16370-63-1 ]
[ 141-43-5 ]
4-amino-6-(2-hydroxy-ethylamino)-1<i>H</i>-[1,3,5]triazin-2-one [ No CAS ]
[ 5606-19-9 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 2992,2994 Anm.8

3
[ 16370-63-1 ]
[ 2372-45-4 ]
[ 71-36-3 ]
[ 30384-47-5 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 2999,3003

4
[ 877-89-4 ]
[ 16370-63-1 ]

Yield	Reaction Conditions	Operation in experiment
86%	With ammonia; In water; at 25 - 51℃; for 2.0h;	Example 3A Preparation of 2-amino-4,6-dimethoxy-1,3,5-triazine precursor A mixture of 10.1 g (0.059 mole) of 2,4,6-trimethoxy-1,3,5-triazine and water (100 mL) was stirred at 25 C. while 110 mL of 28% aqueous ammonia was added. The mixture was held at 48-51 C. for two hours before it was cooled to 25 C. and the insoluble white crystals were removed. The product was washed with water and dried to give 7.84 g (86%), mp 218-221 C. 1H NMR (DMSO-d): 3.81 (s, 6H); 7.38 (s, 2H). 13C NMR (DMSO-d6): 53.9, 169.0, 171.9.

Reference： [1]Patent: US6833454,2004,B1 .Location in patent: Page column 6-7
[2]Chemische Berichte,1886,vol. 19,p. 2072

5
[ 124-41-4 ]
[ 506-77-4 ]
[ 16370-63-1 ]
[ 877-89-4 ]

Reference： [1]Chemische Berichte,1870,vol. 3,p. 271

6
[ 16370-63-1 ]
[ 4774-33-8 ]
N-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-formamide [ No CAS ]

Reference： [1]Heterocycles,1981,vol. 16,p. 2173 - 2176

7
[ 16370-63-1 ]
[ 100-52-7 ]
[ 762-04-9 ]
[(4,6-Dimethoxy-[1,3,5]triazin-2-ylamino)-phenyl-methyl]-phosphonic acid diethyl ester [ No CAS ]

Reference： [1]Journal of general chemistry of the USSR,1984,vol. 54,p. 688 - 691
Zhurnal Obshchei Khimii,1984,vol. 54,p. 775 - 779

8
[ 74691-24-0 ]
[ 16370-63-1 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 331 - 342

9
[ 30805-07-3 ]
[ 16370-63-1 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1981,vol. 54,p. 305 - 306

10
[ 16370-63-1 ]
[ 173345-08-9 ]
(Z)-2-Acetylamino-3-(4,6-dimethoxy-[1,3,5]triazin-2-ylamino)-acrylic acid methyl ester [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,1997,vol. 34,p. 247 - 255

Yield	Reaction Conditions	Operation in experiment
		If Y is hydrogen in the case of the employed arylsulfonamide of the formula II, preferred amines of the formula IV according to the process of the invention are the following: 2-amino-4-methyl-6-methoxy-s-triazine, 2-amino-4-methyl-6-methoxypyrimidine, 2-amino-4-methyl-6-difluoromethoxypyrimidine, 2-amino-4,6-dimethoxypyrimidine, 2-amino-4,6-dimethoxy-s-triazine, 2-amino-4,6-dimethylpyrimidine, 2-amino-4-methoxy-6-ethoxy-s-triazine, 2-amino-4-dimethylamino-6-methoxy-s-triazine, 2-amino-4-cyclopropyl-6-methoxy-s-triazine, ...

12
[ 94593-91-6 ]
[ 16370-63-1 ]
4-hydroxy-6-methoxy-triazine amine [ No CAS ]
N'-(4,6-dimethoxy-1,3,5-triazin-2-yl)urea [ No CAS ]
C₆H₉N₅O₆S [ No CAS ]

Reference： [1]Journal of Agricultural and Food Chemistry,2002,vol. 50,p. 1081 - 1088

13
[ 66030-89-5 ]
[ 16370-63-1 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 331 - 342

14
[ 16370-63-1 ]
[ 917-61-3 ]
[ 104898-55-7 ]
methyl 2-[([(4,6-dimethoxy-1,3,5-triazin-2-yl)amino]carbonylamino)sulfonyl]-6-nitrobenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
36%	With pyridine; In dichloromethane; acetonitrile; at 20 - 60℃; for 21.0h;molecular sieve;	At 55-60 C. and under argon, a solution of 5.0 g (17.9 mmol) of methyl 2-chlorosulfonyl-6-nitrobenzoate in 55 ml of dry dichloromethane is added dropwise over 2 h to a suspension of 2.79 g (17.9 mmol) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong>, 1.28 g (19.7 mmol) of sodium cyanate, 1.45 ml (17.9 mmol) of pyridine and 500 mg of freshly activated molecular sieve (pore size 3 ) in 85 ml of dry acetonitrile. After 7 h of stirring at this temperature, the mixture is allowed to warm to room temperature. After a further 12 h, the reaction mixture is concentrated and the residue is suspended in 200 ml of water and adjusted to pH 10 using 2 N aqueous sodium hydroxide solution. The precipitated solid is filtered off with suction and the filtrate is extracted with ethyl acetate. The organic phase is separated off and the aqueous phase is adjusted to pH 1.5 using 3 N aqueous hydrochloric acid solution and stirred in an ice bath for 15 min. The precipitated solid is then filtered off with suction, washed first with water and then with methanol and dried under reduced pressure. This gives 2.88 g (36% of theory) of methyl 2-[([(4,6-dimethoxy-1,3,5-triazin-2-yl)amino]carbonylamino)sulfonyl]-6-nitrobenzoate of m.p. 185-195 C. (decomp.).

Reference： [1]Patent: US2004/176251,2004,A1 .Location in patent: Page 18; 31

15
[ 16370-63-1 ]
[ 25170-95-0 ]

Yield	Reaction Conditions	Operation in experiment
98%	With hydrazine; In water; at 25 - 125℃; for 3.0h;Heating / reflux;	Example 3B; Preparation of 2-amino-4,6-dihydrazino-1,3,5-triazine Percursor; 00025] A mixture of 8.1 g (0.052 mole) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> and water (103 mL) was stirred at 25C. while 77 mL of hydrazine monohydrate was added The mixture was held at 120-125C. (slow reflux) for three hours. The mixture was cooled to 25C. and the insoluble white crystals were removed, washed first with water and then ethanol, and dried to give 8.0 g (98%), mp 290C., dec. NMR analysis indicated the product was very pure (no impurity peaks could be detected). 1H NMR (DMSO-d6): 4.05 (s, 4H); 6.22 (s, 2H); 7.63 (s, 2H). 13C NMR (DMSO-4): 166.3, 167.5.

Reference： [1]Patent: US6833454,2004,B1 .Location in patent: Page/Page column 7

16
[ 16370-63-1 ]
[ 1885-14-9 ]
[ 180088-54-4 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; hydrogenchloride; In water;	Example (IV-1) 70 g (0.44 mol) of phenyl chloroformate are added dropwise with stirring to a mixture of 31 g (0.20 mol) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-s-triazine</strong> and 100 ml of pyridine. The reaction mixture is stirred at 20 C. to 25 C. for about 15 hours and subsequently concentrated using water pump vacuum. The residue is taken up in water and then acidified using conc. hydrochloric acid. The resulting crystalline product is isolated by filtration with suction. This gives 74.2 g (91% of theory) of 2-(N,N-bis-phenoxycarbonyl-amino)-4,6-dimethoxy-s-triazine of melting point 125 C.

Reference： [1]Patent: US6451737,2002,B1

17
[ 102-09-0 ]
[ 16370-63-1 ]
[ 98320-74-2 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In N,N-dimethyl acetamide;	EXAMPLE 1 The Preparation of phenyl (4,6-dimethoxy-1,3,5-triazin-2-yl)carbamate Into 50 ml Erlenmeyer flask, were added <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> 2.00 g (0.0128 mole) and dry N,N-dimethylacetamide 18 ml and stirred in the suspended condition. To the suspended mixture, at the room temperature, was added 60% oily sodium hydride 0.51 g (0.0128 mole). The reaction mixture was homogeneous after vigorous evolution of hydrogen gas. A solution of diphenyl carbonate 2.74 g (0.0128 mole) and dry N,N-dimethylacetamide was subsequently added to the mixture under the water cooling during 10 minutes, and stirred for further 10 minutes. The reaction mixture was poured into 20 ml iced water containing 1.4 ml hydrogen chloride (35% aq soln). The precipitate was filtered off and wash with iced water and then petroleum ether. After being air-dried, the product was obtained. The obtained amount (yield of theory) and the physical property were showed hereinafter. 2.60 g (73.5% of theory) mp. 141-142 C. IR (KBr,cm-1) 3304, 1780, 1752, 1618, 1482 1390, 1360, 1290, 1192 NMR (CDCl3, delta) 4.0(6H, s, OCH3 *2)7.05-7.5(5H, m, Aromatic H) 8.28-8.7(1H, bs, NH)

Reference： [1]Patent: EP1209153,2002,A2 .Location in patent: Example 1
[2]Patent: US5380843,1995,A

18
[ 108-77-0 ]
[ 16370-63-1 ]

Yield	Reaction Conditions	Operation in experiment
85.4%	With ammonia; sodium methylate; In methanol; water; toluene;	EXAMPLE 2 There is added to the atmosphere above the reaction mixture 5.1 g (0.299 moles) of ammonia gas over a 25 minute period at 20 to 40 C., to a mixture of 26.8 g (0.145 moles) of cyanuric chloride and 100 g of toluene. The mixture is cooled to 10 C. and 25 g of methanol is added. There is then added over a five minute period, 99.0 g of a 25% solution of sodium methoxide to the resulting mixture causing it to reflux. The mixture is kept under reflux for 15 minutes; there is then added 100 g of water. A white solid is obtained after the mixture is filtered and washed with 50 g of water. After drying at 80 C. for several hours, 20.3 g of a white solid is obtained. Based on method of preparation, there is obtained an 85.4% yield of 2-amino-4,6-dimethoxy-1,3,5-triazine (ADMT) based on cyanuric chloride.

Reference： [1]Patent: US5721364,1998,A

19
[ 16370-63-1 ]
[ 120257-06-9 ]
[ 120257-05-8 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; N,N-dimethyl-formamide; acetone;	EXAMPLE 2 beta-Methoxyethyl 6-fluoro-2-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]aminosulfonyl]benzoate 7.1 g of beta-methoxyethyl 6-fluoro-2-isocyanatosulfonylbenzoate in 20 ml of methylene chloride were added over 10 minutes at 25 C. to a stirred mixture of 4 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 40 ml of DMF under nitrogen; the temperature rose to 32 C. After the mixture had been stirred for 14 hours at 25 C., the solvent was removed under reduced pressure and the residue was stirred with ether and twice with 3N HCL. It was then taken up in acetone, insoluble mater was separated off and the filtrate was concentrated to dryness. 7 g of the compound shown in the title, of melting point 179 C.-182 C. were obtained.

Reference： [1]Patent: US5104441,1992,A

20
[ 96641-09-7 ]
[ 16370-63-1 ]
[ 96641-03-1 ]

Yield	Reaction Conditions	Operation in experiment
	In N-methyl-acetamide; water;	EXAMPLE 6 Synthesis of an intermediate of general formula (II) 15.6 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> were suspended in 300 ml of dimethylformamide, and 4 g of sodium hydride (oily, 60%) were added to the suspension. The mixture was stirred at room temperature for 1 hour. Furthermore, 33.7 g of dimethyl N-(2-biphenylylsulfonyl)carbonimidodithioate were added, and the mixture was stirred at room temperature for a day and night. The reaction mixture was poured into 2 liters of water and filtered. The filtrate was made weakly acidic to precipitate white crystals. The crystals were collected by filtration and recrystallized from ethanol to give 36.2 g of 1-(2-biphenylylsulfonyl) 3-(4,6-dimethoxy-1,3,5-triazin-2-yl) 2-methylisothiourea (compound No. II-1), the same compound as obtained in Example 5. The melting point of the product was 135 to 137 C. It was confirmed that by substantially the same procedure as in Example 6 above, compounds Nos. II-2, II-3 and II-4 could be easily synthesised.

Reference： [1]Patent: US4568381,1986,A

21
phenyl N-(2-biphenylylsulfonyl)-carbamate [ No CAS ]
[ 16370-63-1 ]
1-(2-biphenylylsulfonyl)3-(4,6-dimethoxytriazin-2-yl)urea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In 1,4-dioxane;	EXAMPLE 2 Phenyl N-(2-biphenylylsulfonyl)carbamate (35.3 g) and <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> (15.6 g) were added to dioxane (200 ml), and the mixture was refluxed with stirring for 2 hours. The reaction mixture was cooled to room temperature and the precipitated crystals were collected by filtration. The crystals were washed with diethyl ether and dried to give the desired 1-(2-biphenylylsulfonyl)3-(4,6-dimethoxytriazin-2-yl)urea (36 g) represented by the following formula. m.p. 175-180 C. STR12 The biological effect of the compound A synthesised in Example 2 is illustrated in the following Example 3.

Reference： [1]Patent: US4600792,1986,A

22
[ 96641-08-6 ]
[ 16370-63-1 ]
1-(2-biphenylylsulfonyl)-3-(4,6-dimethoxy-1,3,5-triazin-2-yl)thiourea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In toluene;	EXAMPLE 4 Synthesis of an intermediate of general formula (VI) 15.6 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> were suspended in 300 ml of dry toluene, and 27.5 g of 2-phenylbenzenesulfonyl isothiocyanate were added. The mixture was heated under reflux for 8 hours. After cooling, the resulting precipitate was collected by filtration and recrystallized from ethanol to give 35 g of 1-(2-biphenylylsulfonyl) 3-(4,6-dimethoxy-1,3,5-triazin-2-yl)thiourea represented by the following formula: STR28 Melting point: 192-193 C.

Reference： [1]Patent: US4568381,1986,A

23
dichloromethane hydrate [ No CAS ]
methyl 4-ethoxy-2-(isocyanatosulfonyl)benzoate [ No CAS ]
[ 16370-63-1 ]
methyl 2-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)-aminocarbonyl]aminosulfonyl]-4-ethoxybenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; 1,2-dichloro-ethane;	EXAMPLE 8 Methyl 2-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)-aminocarbonyl]aminosulfonyl]-4-ethoxybenzoate To a slurry of <strong>[16370-63-1]4,6-dimethoxy-1,3,5-triazin-2-amine</strong> (0.46 g, 2.9 mmol) in dry dichloromethane (5 mL) was added a solution of methyl 4-ethoxy-2-(isocyanatosulfonyl)benzoate (crude, ca. 1.2 g, 4.2 mmol) in dichloromethane (5 mL). The reaction mixture was heated at reflux for 1.5 hours, during which time the solid dissolved. On stirring at room temperature overnight a new solid formed. The solvent was rotary evaporated, leaving the crude product as a white solid (1.5 g). This was dissolved in warm 1,2-dichloroethane and chromatographed on a column of silica gel using as eluant 15:1, 10:1, and finally 7:1 dichloromethane-ether, all containing 2 mL/L acetic acid. The appropriate fractions were diluted with toluene and rotary evaporated to give a solid. This was dissolved in minimal warm dichloromethane, diluted with 1-chlorobutane, and rotary evaporated to give a crystalline solid. This was slurried in hexanes, collected, rinsed with 1:1 1-chlorobutane-hexanes and hexanes. and dried. The product was obtained as a white crystalline powder (0.98 g) melting at 181-183 C. PMR (CDCl3, 200 MHz); delta12.15 (slightly broadened s, 1H, SO2 NHCO); 7.89 (d, 1H, H ortho to SO2 NH); 7.77 (d, 1H, H ortho to CO2 CH3); 7.45 (slightly broadened s, 1H, CONH--Het); 7.11 (dd, 1H, H para to SO2 NH); 4.17 (q, 2H, OCH2 CH3); 4.12 (s, 6H, Het--OCH3); 3.90 (s, 3H, CO2 CH3); 1.46 (t, 3H, OCH2 CH3). IR (Nujol): 1730 (vs, ester C=O); 1715 (s, urea C=O) cm-1.
	In dichloromethane; 1,2-dichloro-ethane;	EXAMPLE 8 Methyl 2-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)-aminocarbonyl]aminosulfonyl]-4-ethoxybenzoate To a slurry of <strong>[16370-63-1]4,6-dimethoxy-1,3,5-triazin-2-amine</strong> (0.46 g, 2.9 mmol) in dry dichloromethane (5 mL) was added a solution of methyl 4-ethoxy-2-(isocyanatosulfonyl)benzoate (crude, ca. 1.2 g, 4.2 mmol) in dichloromethane (5 mL). The reaction mixture was heated at reflux for 1.5 hours, during which time the solid dissolved. On stirring at room temperature overnight a new solid formed. The solvent was rotary evaporated, leaving the crude product as a white solid (1.5 g). This was dissolved in warm 1,2-dichloroethane and chromatographed on a column of silica gel using as eluant 15:1, 10:1, and finally 7:1 dichloromethane-ether, all containing 2 mL/L acetic acid. The appropriate fractions were diluted with toluene and rotary evaporated to give a solid. This was dissolved in minimal warm dichloromethane, diluted with 1-chlorobutane, and rotary evaporated to give a crystalline solid. This was slurried in hexanes, collected, rinsed with 1:1 1-chlorobutane-hexanes and hexanes, and dried. The product was obtained as a white crystalline powder (0.98 g) melting at 181-183 C. PMR (CDCl3, 200 MHz); delta12.15 (slightly broadened s, 1H, SO2 NHCO); 7.89 (d, 1H, H ortho to SO2 NH); 7.77 (d, 1 H, H ortho to CO2 CH3); 7.45 (slightly broadened s, 1H, CONH--Het); 7.11 (dd, 1H, H para to SO2 NH); 4.17 (q, 2H, OCH2 CH3); 4.12 (s, 6H, Het--OCH3); 3.90 (s, 3H, CO2 CH3); 1.46 (t, 3H, OCH2 CH3). IR (Nujol): 1730 (vs, ester C=O); 1715 (s, urea C=O) cm-1.
	In dichloromethane; 1,2-dichloro-ethane;	EXAMPLE 8 Methyl 2-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]aminosulfonyl]-4-ethoxybenzoate To a slurry of <strong>[16370-63-1]4,6-dimethoxy-1,3,5-triazin-2-amine</strong> (0.46 g, 2.9 mmol) in dry dichloromethane (5 mL) was added a solution of methyl 4-ethoxy-2-(isocyanatosulfonyl)benzoate (crude, ca. 1.2 g, 4.2 mmol) in dichloromethane (5 mL). The reaction mixture was heated at reflux for 1.5 hours, during which time the solid dissolved. On stirring at room temperature overnight a new solid formed. The solvent was rotary evaporated, leaving the crude product as a white solid (1.5 g). This was dissolved in warm 1,2-dichloroethane and chromatographed on a column of silica gel using as eluant 15:1, 10:1, and finally 7:1 dichloromethane-ether, all containing 2 mL/L acetic acid. The appropriate fractions were diluted with toluene and rotary evaporated to give a solid. This was dissolved in minimal warm dichloromethane, diluted with 1-chlorobutane, and rotary evaporated to give a crystalline solid. This was slurried in hexanes, collected, rinsed with 1:1 1-chlorobutane-hexanes and hexanes, and dried. The product was obtained as a white crystalline powder (0.98 g) melting at 181-183 C. PMR (CDCl3, 200 MHz): delta12.15 (slightly broadened s, 1H, SO2 MHCO); 7.89 (d, 1H, H ortho to SO2 NH); 7.77 (d, 1H, H ortho to CO2 CH3); 7.45 (slightly broadened s, 1H, CONH-Het); 7.11 (dd, 1H, H para to SO2 NH); 4.17 (q, 2H, OCH2 CH3); 4.12 (s, 6H, Het-OCH3); 3.90 (s, 3H, CO2 CH3); 1.46 (t, 3H, OCH2 CH3). IR (Nujol): 1730 (vs, ester C=O); 1715 (s, urea C=O) cm-1.

Reference： [1]Patent: US4710221,1987,A
[2]Patent: US4724039,1988,A
[3]Patent: US4849010,1989,A

24
[ 16370-63-1 ]
[ 616-38-6 ]
[ 56518-76-4 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran;	EXAMPLE 5 Methyl (4,6-dimethoxy-1,3,5-triazin-2-yl)carbamate <strong>[16370-63-1]2-Amino-4,6-dimethoxy-1,3,5-triazine</strong> (55.3 g) was added portionwise to 50% sodium hydride (38.0 g) in 1000 ml dry tetrahydrofuran at ambient temperature under nitrogen. After the reaction mixture was stirred for 1.25 hours, dimethylcarbonate (50.0 g) was added dropwise. The reaction mixture was stirred 16 hours at ambient temperature under nitrogen and concentrated hydrochloric acid (68 ml) was slowly added followed by 100 ml tetrahydrofuran. Insoluble material was removed via filtration and discarded. The filtrate was dried and the solvent removed under reduced pressure to give a solid which upon crystallization from ethanol afforded 43.9 g of the tital compound, m.p. 118-122 C.

Reference： [1]Patent: US4659368,1987,A

25
[ 16370-63-1 ]
[ 100593-94-0 ]
[ 100593-87-1 ]

Yield	Reaction Conditions	Operation in experiment
	With diaza-bicyclo-undecene; In water; acetonitrile;	STR93 4.8 g (0.03 mole) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong>, 10 g (0.03 mole) of 2-(1-methoximinoprop-2-yloxycarbonyl)-phenylsulphonyl isocyanate and 4.5 g (0.03 mole) of diazabicycloundecene (DBU) in 100 ml of acetonitrile are stirred for 20 hours and, for working up, the mixture is poured into 500 ml of water, acidified with concentrated hydrochloric acid and extracted several times with ethyl acetate. The combined organic phases are dried over sodium sulphate and freed from the solvent in vacuo. 2.2 g (24% of theory) of N-(4,6-dimethoxy-1,3,5-triazin-2-yl)-N'-[2-(1-methoximinoprop-2-yloxycarbonyl)-phenylsulphonyl]-urea of melting point 160 C.-168 C. are obtained.

Reference： [1]Patent: US4659366,1987,A

26
[ 16370-63-1 ]
[ 77888-53-0 ]
N,N-diethyl-N'[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,2-benzenesulfonamide [ No CAS ]
N'-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-N,N-diethyl-1,2-benzenedisulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile;	EXAMPLE 6 N,N-Diethyl-N'-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,2-benzenedisulfonamide A mixture of 0.9 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong>, 2.8 g of the crude sulfonyl isocyanate from Example 4 and a few crystals of DABCO in 25 ml of acetonitrile was stirred at room temperature for 16 hours. A small amount of untreated triazine was filtered off and the filtrate concentrated in-vacuo to a hard glass. Crystallization from methanol gave 0.6 g of N,N-diethyl-N'[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,2-benzenesulfonamide as a white solid, m.p. 175-7. NMR(DMSO-d6)delta: 0.9-1.2 [t, 6.0H, (CH3 CH2)2 N-]; 3.1-3.5 [qt, 4.3H, (CH3 CH2)2 N-]; 3.95 (S, 5.5H, --OCH3 's); 7.9-8.5 (m, 4.1H, 4 aromatics); 11.2 (S, 0.9H, NH); 12.4 (S, 1.1H, NH).

Reference： [1]Patent: US4310346,1982,A

27
[ 16370-63-1 ]
2-hydroxybenzenesulfonylisocyanate, methanesulfonate [ No CAS ]
N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide, methanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane;	EXAMPLE 4 N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide, methanesulfonate To a suspension of 0.6 g <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 10 ml dry methylene chloride is added 1.1 g 2-hydroxybenzenesulfonylisocyanate, methanesulfonate. The reaction exotherms mildly and is then stirred for about 1 hour. The solvent is evaporated under reduced pressure. The resultant mixture is triturated with diethylether and filtered to give 1.4 g tan solid m.p. 163-166 C. The infrared spectrum shows absorption bands at 1715, 1600, 1550, 1350 cm-1.

Reference： [1]Patent: US4435205,1984,A

28
[ 16370-63-1 ]
[ 74222-95-0 ]
[ 74223-63-5 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane;	EXAMPLE 12 N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamide A mixture of 1.6 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong>, 25 ml of anhydrous methylene chloride and 2.4 g of 2-methoxycarbonylbenzenesulfonylisocyanate was stirred at ambient temperature for 16 hours. It was then filtered to remove unreacted amine and the filtrate evaporated at temperatures up to 40 under reduced pressure. The residue was triturated with butyl chloride and filtered to yield the desired compound which melted above 170 with decomposition.
	In dichloromethane;	EXAMPLE 11 N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamide A mixture of 1.6 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong>, 25 ml of anhydrous methylene chloride and 2.4 g of 2-methoxycarbonylbenzenesulfonyl isocyanate was stirred at ambient temperature for 16 hours. It was then filtered to remove unreacted amine and the filtrate evaporated at temperatures up to 40 under reduced pressure. The residue was triturated with butyl chloride and filtered to yield the desired compound which melted above 170 with decomposition.

Reference： [1]Patent: US4394506,1983,A
[2]Patent: US4238621,1980,A

29
o-isopropoxycarbonylbenzenesulfonyl isocyanate [ No CAS ]
[ 16370-63-1 ]
[ 74223-61-3 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane;	EXAMPLE 10 N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(isopropoxycarbonyl)benzenesulfonamide To 0.7 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> suspended in 5.0 ml anhydrous methylene chloride was added 1.6 g of 2-isopropoxycarbonylbenzenesulfonyl isocyanate in 5.0 ml anhydrous methylene chloride. The resulting mixture was filtered to remove some unreacted 2-amino-4,6-dimethoxytriazine, the methylene chloride filtrate was evaporated at reduced pressure and the residue triturated with chlorobutane to yield 0.5 g of desired product melting at 192-195 C. The solid showed infrared absorption peaks at 1705 and 1715 cm-1 consistent for N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(isopropoxycarbonyl)benzenesulfonamide.

Reference： [1]Patent: US4394506,1983,A

30
2-(β-chloroethoxycarbonyl)benzenesulfonyl isocyanate [ No CAS ]
[ 16370-63-1 ]
[ 74223-59-9 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane;	EXAMPLE 8 N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(2-chloroethoxycarbonyl)benzenesulfonamide To 0.7 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 10 ml anhydrous methylene chloride solvent was added 1.45 g 2-(beta-chloroethoxycarbonyl)benzenesulfonyl isocyanate. After stirring at ambient temperature for sixteen hours the solvent was removed under reduced pressure, the residue triturated with ether and the solid product filtered off, yield 1.21 g m.p. 171-174 C. The solid showed infrared absorption peaks at 1705 and 1715 cm-1, consistent for N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(2-chloroethoxycarbonyl)benzenesulfonamide.
	In dichloromethane;	EXAMPLE 7 N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(2-chloroethoxycarbonyl)benzenesulfonamide To 0.7 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 10 ml anhydrous methylene chloride solvent was added 1.45 g 2-(beta-chloroethoxycarbonyl)benzenesulfonyl isocyanate. After stirring at ambient temperature for sixteen hours the solvent was removed under reduced pressure, the residue triturated with ether and the solid product filtered off, yield 1.21 g, m.p. 171-174 C. The solid showed infrared absorption peaks at 1705 and 1715 cm-1, consistent for N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-(2-chloroethoxycarbonyl)benzenesulfonamide.

Reference： [1]Patent: US4394506,1983,A
[2]Patent: US4238621,1980,A

31
[ 81885-36-1 ]
[ 16370-63-1 ]
N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]benzothiophene-3-sulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 10 N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]benzothiophene-3-sulfonamide Using the procedure of Example 3, and substituting 1.6 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> and 2.4 g of benzothiophene-3-sulfonyl isocyanate, a yield of 3.4 g of the desired product was obtained melting at 152. It showed absorption peaks by Nuclear Magnetic Resonance (60 MC) at; 3.95 delta (CH3 O), 7-8 delta (benzohydrogens) and 8.3 delta (thiophene hydrogen) consistent for the desired compound.

Reference： [1]Patent: US4391627,1983,A

32
[ 81417-53-0 ]
[ 16370-63-1 ]
N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-4-methyl-3-thiophenesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran;	EXAMPLE 7 N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-4-methyl-3-thiophenesulfonamide A solution of 2 g of 4-methyl-3-thiophenesulfonyl isocyanate was added to a suspension of 1.5 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 20 ml of tetrahydrofuran and the resulting mixture stirred for 16 hours at ambient temperature. The precipitate thus obtained was filtered off and recrystallized to yield 1.5 g of the desired product, m.p. 154-156.

Reference： [1]Patent: US4398939,1983,A

33
[ 16370-63-1 ]
[ 4794-12-1 ]
N-(4,6-dimethoxy-1,3,5-triazin-2-yl)-N'-(2-chloro-n-prop-1-yl-sulfonyl)-urea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In hexane; dichloromethane;	EXAMPLE 2 N-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-N'-(2-chloro-n-prop-1-yl-sulfonyl)-urea 15.6 g (0.1 mole) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> were suspended in 150 ml of dichloromethane, and a solution of 19.5 g (0.106 mole) of 2-chloro-n-prop-1-yl-sulfonyl isocyanate in 100 ml of dichloromethane was added at 0 C., while stirring. The mixture was further stirred for 12 hours at room temperature and cooled to 0 C., and 300 ml of n-hexane were added. The precipitated reaction product was filtered off under suction, washed with n-hexane and dried. 30.7 g (90.5% of theory) of N-(4,6-dimethoxy-1,3,5-triazin-2-yl)-N'-(2-chloro-n-prop-1-yl-sulfonyl)-urea of melting point 139-41 C. were obtained.

Reference： [1]Patent: US4440565,1984,A

34
[ 16370-63-1 ]
[ 616-38-6 ]
methyl[4,6-Dimethoxy-1,3,5-triazin-2-yl]carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran;	EXAMPLE 5 Methyl(4,6-dimethoxy-1,3,5-triazin-2-yl)carbamate <strong>[16370-63-1]2-Amino-4,6-dimethoxy-1,3,5-triazine</strong> (55.3 g) was added portionwise to 50% sodium hydride (38.0 g) in 1000 ml dry tetrahydrofuran at ambient temperature under nitrogen. After the reaction mixture was stirred for 1.25 hours, dimethylcarbonate (50.0 g) was added dropwise. The reaction mixture was stirred 16 hours at ambient temperature under nitrogen and concentrated hydrochloric acid (68 ml) was slowly added followed by 100 ml tetrahydrofuran. Insoluble material was removed via filtration and discarded. The filtrate was dried and the solvent removed under reduced pressure to give a solid which upon crystallization from ethanol afforded 43.9 g of the title compound, m.p. 118-122 C.

Reference： [1]Patent: US4502882,1985,A

35
[ 16370-63-1 ]
[ 89406-29-1 ]
2-(3-Isoxazolyl)phenyl N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]sulfamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran;	EXAMPLE 2 2-(3-Isoxazolyl)phenyl N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]sulfamate To a suspension of 2 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 25 ml of tetrahydrofuran was added 4.5 g of the isocyanate prepared above in Example 1. The resulting solution was stirred at 25 C. for 16 hours, then concentrated to dryness in vacuo to yield a viscous oil. The oil was triturated with ethyl acetate to form a solid. The solid was recrystallized from ethyl acetate to yield 2 g of the title compound; m.p. 166-168 C. Anal. Calcd. for C15 H14 N6 O7 S: C, 42.7; H, 3.3; N, 19.8. Found: C, 42.8; H, 3.4; N, 20.2.

Reference： [1]Patent: US4475944,1984,A

36
5,6,7,8-tetrahydronaphthalene-1-sulfonyl isocyanate [ No CAS ]
[ 16370-63-1 ]
N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-5,6,7,8-tetrahydronaphthalene-1-sulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane;	EXAMPLE 8 N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-5,6,7,8-tetrahydronaphthalene-1-sulfonamide To a stirred suspension, 1.29 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 6 ml of methylene chloride was added 10 ml of the methylene chloride solution of 5,6,7,8-tetrahydronaphthalene-1-sulfonyl isocyanate prepared in Example 6. After the mixture was refluxed for sixteen hours, the solvent was removed by evaporation in vacuo and the residue triturated with 1-chlorobutane. The mixture was filtered and the filtrate partially evaporated to yield additional solid which melted at 171-173. This product showed absorption peaks in the infrared region at 1710 cm-1 (CO) and 3300 cm-1 (NH) and by proton magnetic resonance at 7.2-7.6 ppm (aromatic CH), 4.1 ppm (OCH3) and 1.0-3.2 ppm (CH2) consistent for the desired structure.

Reference： [1]Patent: US4465506,1984,A

37
1,3-dihydrobenzo[c]thiophene-4-sulfonyl isocyanate [ No CAS ]
[ 16370-63-1 ]
1,3-Dihydro-N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]benzo[c]thiophene-4-sulfonamide [ No CAS ]
1,3-dihydro-N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)]benzo[c]thiophene-4-sulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane;	EXAMPLE 11 1,3-Dihydro-N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]benzo[c]thiophene-4-sulfonamide A 4.5 ml portion of the methylene chloride solution prepared in Example 10 was added to a stirred suspension of 0.41 g of <strong>[16370-63-1]4,6-dimethoxy-1,3,5-triazin-2-amine</strong> in 5 ml of methylene chloride, and the suspension stirred 2.5 days. The light purple solid was collected, washed with 1-chlorobutane and dried giving 0.91 g of 1,3-dihydro-N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)]benzo[c]thiophene-4-sulfonamide, m.p. 190-194 (d). IR(nujol mull): C=O (1728 cm-1). NMR (CDCl3 /DMSO-d6)delta: 4.0 (s, 6H, OCH3); 4.25 (broad s, 2H, CH2); 4.55 (broad s, 2H, CH2); 7.1-8.2 (m, 4H, aromatic and NH); and 11.85 (broad s, 1H, NH).

Reference： [1]Patent: US4521241,1985,A

38
2-pentafluoroethoxyphenylsulfonyl isocyanate [ No CAS ]
N-(2-pentafluoroethoxy-phenylsulfonyl)-N'-(4,6-dimethoxy-1,3,5-triazin-2-yl)urea [ No CAS ]
[ 16370-63-1 ]
N-(2-Pentafluoroethoxy-phenylsulfonyl)-N'-(4,6-dimethoxy-1,3,5-triazinyl-2-yl)urea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In 1,4-dioxane;	EXAMPLE 4 N-(2-Pentafluoroethoxy-phenylsulfonyl)-N'-(4,6-dimethoxy-1,3,5-triazinyl-2-yl)urea 9.5 g of 2-pentafluoroethoxy-phenylsulfonyl isocyanate and 4.7 of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> are stirred for 3 hours in 100 ml of absolute dioxane at a temperature of 80-90 C. The solution is evaporated to 1/4 of the original volume. After addition of 50 ml of ether to the residue 11.3 g of N-(2-pentafluoroethoxy-phenylsulfonyl)-N'-(4,6-dimethoxy-1,3,5-triazin-2-yl)urea crystallise therefrom, m.p. 185-187 C.

Reference： [1]Patent: US4537619,1985,A

39
[ 280-57-9 ]
[ 16370-63-1 ]
[ 64900-65-8 ]
[ 64902-63-2 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane;	EXAMPLE 3 N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-chlorobenzenesulfonamide To 15.6 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 300 ml of dry methylene chloride containing 0.1 g 1,4-diazabicyclo[2,2,2]octane was added 21 g 2-chlorobenzenesulfonyl isocyanate with stirring. The mixture was stirred for 16 hours and the resultant solid was removed by filtration. After washing the solid with 1-chlorobutane, the resulting product, N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)-aminocarbonyl]-2-chlorobenzenesulfonamide melted at 188-189 C. Infrared absorption analysis showed absorption peaks at 1740 cm-1, 1630 cm-1 and 1595 cm-1 which are typical for this type of compound. By using the procedure of Examples 1-3 with an equivalent amount of the appropriate aminotriazine and the appropriately substituted sulfonyl isocyanate, the compounds given in Table I can be prepared:

Reference： [1]Patent: US4127405,1978,A

40
[ 16370-63-1 ]
silver nitrate [ No CAS ]
AgNO₃*2-amino-4,6-dimethoxy-{1,3,5}triazine [ No CAS ]

Reference： [1]Berichte der Deutschen Chemischen Gesellschaft,1883,vol. 16,p. 1074 - 1078

41
[ 102-09-0 ]
[ 16370-63-1 ]
[ 98320-74-2 ]
[ 139-02-6 ]

Reference： [1]Patent: EP1209153,2002,A2 .Location in patent: Example 2

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
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

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. 16370-63-1 ] {[proInfo.proName]}

Quality Control of [ 16370-63-1 ]

Related Doc. of [ 16370-63-1 ]

Product Details of [ 16370-63-1 ]

Calculated chemistry of [ 16370-63-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 16370-63-1 ]

Application In Synthesis of [ 16370-63-1 ]

[ 16370-63-1 ] Synthesis Path-Upstream 1~8

[ 16370-63-1 ] Synthesis Path-Downstream 1~41

Related Functional Groups of [ 16370-63-1 ]

Ethers

Amines

Related Parent Nucleus of [ 16370-63-1 ]

Triazines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 16370-63-1 ]

Related Parent Nucleus of
[ 16370-63-1 ]