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Chemical Structure| 16645-06-0 Chemical Structure| 16645-06-0

Structure of 16645-06-0

Chemical Structure| 16645-06-0

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Product Details of [ 16645-06-0 ]

CAS No. :16645-06-0
Formula : C2H8ClNO
M.W : 97.54
SMILES Code : ON(C)C.[H]Cl
MDL No. :MFCD00012600

Safety of [ 16645-06-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 16645-06-0 ]

* 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.

  • Downstream synthetic route of [ 16645-06-0 ]

[ 16645-06-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5319-77-7 ]
  • [ 16645-06-0 ]
  • [ 56236-23-8 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; EXAMPLE 6 To a stirred solution containing 10 gm of N,N'-carbonyldiimidazole in 200 ml of dry tetrahydrofuran was added 9.1 gm of <strong>[5319-77-7]2-amino-5-methylmercapto-1,3,4-thiadiazole</strong>, the mixture being stirred for an additional 30 minutes under a nitrogen atmopshere and subsequently refluxed. The mixture was cooled to room temperature and 18.7 gm of triethylamine followed by 18.0 gm of dimethyl hydroxylamine hydrochloride were added. After stirring for 15 minutes, the mixture was poured into an ice/water mixture and extracted with ethyl acetate. The extracted portion was dried over anhydrous sodium sulfate and subsequently concentrated under vacuum to a residual oil which solidified on standing. The final product was recrystallied from methanol and was identified to be 1-methyl-1-methoxy-3-(5-methylmercapto-1,3,4-thiadiazol-2-yl)urea having a melting point of 97-100 C.
With triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; EXAMPLE 5 To a stirred solution containing 10 g. of N,N'-carbonyldiimidazole in 200 ml. of dry tetrahydrofuran was added 9.1 g. of <strong>[5319-77-7]2-amino-5-methylmercapto-1,3,4-thiadiazole</strong>, the mixture being stirred for an additional 30 minutes under a nitrogen atmosphere and subsequently refluxed. The reaction mixture was cooled to room temperature and 18.7 g. of triethylamine was added followed by 18.0 g. of dimethyl hydroxylamine hydrochloride. After stirring for 15 minutes, the reaction product mixture was poured into an ice and water mixture and extracted with ethyl acetate. The ethyl acetate extract was dried over anhydrous sodium sulfate and subsequently concentrated under vacuum to a residual oil which solidified on standing. The solid material was recrystallized from methanol to yield a crystalline product which was identified as 1-methyl-1-methoxy-3-(5-methylmercapto-1,3,4-thiadiazol-2-yl)urea, having a melting point of about 97-100C. Following the same general procedure of Example 5, and using suitable starting materials, the following compound was prepared:
With triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; EXAMPLE 5 To a stirred solution containing 10 g. of N,N'-carbonyldiimidazole in 200 ml. of dry tetrahydrofuran was added 9.1 g. of <strong>[5319-77-7]2-amino-5-methylmercapto-1,3,4-thiadiazole</strong>, the mixture being stirred for an additional 30 minutes under a nitrogen atmosphere and subsequently refluxed. The reaction mixture was cooled to room temperature and 18.7 g. of triethylamine was added followed by 18.0 g. of dimethyl hydroxylamine hydrochloride. After stirring for 15 minutes, the reaction product mixture was poured into an ice and water mixture and extracted with ethyl acetate. The ethyl acetate extract was dried over anhydrous sodium sulfate and subsequently concentrated under vacuum to a residual oil which solidified on standing. The solid material was recrystallized from methanol to yield a crystalline product which was identified as 1-methyl-1-methoxy-3-(5-methylmercapto-1,3,4-thiadiazol-2-yl)urea, having a melting point of about 97-100 C.
  • 2
  • [ 119479-32-2 ]
  • [ 16645-06-0 ]
  • [ 79-22-1 ]
  • [ 603992-62-7 ]
YieldReaction ConditionsOperation in experiment
With N-methylcyclohexylamine; In tetrahydrofuran; dichloromethane; at -20 - 20℃; for 2h; Example 824-[6-cyclopropyl- 1-methyl-4-(trifluoromethyl) -1H-benzimidazol-2-yl]carbonyl}- 1- [(1SR,3SR,5SR)-2,2-difluorobicyclo[3.1.0]hex-3-yl]-2-piperazinone(Compound 82)Step A1, 1 -dimethyl ethyl ((1RS)-1-[methyl(methyloxy)amino]carbonyl}-3-buten-1-yl)carbamate[00356] A solution of (2RS)-2-([(1 ,1-dimethylethyl)oxy]carbonyl}amino)-4-pentenoic acid (30.0 g, 139 mmol) in THF (137 mL) and DCM (540 mL) was cooled to -20C and treated with /V-methylpiperidine (16.9 mL, 139 mmol). To this solution was slowly added methylchloroformate (10.7 mL, 139 mmol). This was followed by slow addition of a chilled solution of dimethylhydroxylamine hydrochloride (13.6 g, 139 mmol) and /V-methylpiperidine (16.9 mL, 139 mmol) in DCM (71 mL). The mixture was allowed to warm to RT with stirring. After 2 hours the mixture was cooled to 5C, washed with 0.2 N aqueous HCI (2x150 mL), 0.5 N aqueous NaOH (2x150 mL), brine (1x), dried over magnesium sulfate and concentrated to dryness at reduced pressure to afford the title compound as a tan solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 5.66 - 5.78 (m, 1 H) 5.03 - 5.22 (m, 3 H) 4.68 - 4.78 (m, 1 H) 3.75 (s, 3 H) 3.18 (s, 3 H) 2.40 - 2.52 (m, 1 H) 2.26 - 2.40 (m, 1 H) 1.40 (s, 9 H).
 

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