Home Cart 0 Sign in  

[ CAS No. 50377-49-6 ]

{[proInfo.proName]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 50377-49-6
Chemical Structure| 50377-49-6
Structure of 50377-49-6 *Storage: {[proInfo.prStorage]}

Quality Control of [ 50377-49-6 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 50377-49-6 ]

SDS

Product Details of [ 50377-49-6 ]

CAS No. :50377-49-6MDL No. :MFCD11046864
Formula :C11H11ClN2O2Boiling Point :286.8±40.0°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :238.67Pubchem ID :10490150
Synonyms :

Computed Properties of [ 50377-49-6 ]

TPSA : 44.2 H-Bond Acceptor Count : 4
XLogP3 : 2.8 H-Bond Donor Count : 0
SP3 : 0.27 Rotatable Bond Count : 2

Safety of [ 50377-49-6 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 50377-49-6 ]

  • Upstream synthesis route of [ 50377-49-6 ]
  • Downstream synthetic route of [ 50377-49-6 ]

[ 50377-49-6 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 35241-23-7 ]
  • [ 50377-49-6 ]
YieldReaction ConditionsOperation in experiment
100% at 80℃; for 1.00 h; 2.50 g (1 1.4 mmol) of 6,7-dimethoxy-2-methylquinazolin-4-ol were suspended in 1 1.00 mL of thionyl chloride, admixed with 10 drops of N,N-dimethylformamide and stirred for 1 h at 80°C. The thionyl chloride was removed in vacuo. The residue was admixed twice with in each case 20 mL of toluene and evaporated to dryness in vacuo. With ice bath cooling, 20 mL of a 5N sodium hydroxide solution were added dropwise to the residue. The suspension was admixed with 20 mL of dichloromethane and vigorously stirred for 10 min. The phases were separated and the aqueous phase was extracted by shaking five times with in each case 20 mL of dichloromethane. The combined organic phases were dried over sodium sulphate, filtered and evaporated to dryness in vacuo. 2.71 g (100percent of theory) of the title compound were isolated as a beige solid. 1H-NMR (400 MHz, CDCI3): δ [ppm] = 2.79 (s, 3H), 4.04 (s, 3H), 4.05 (s, 3H), 7.25 (s, 1H), 7.35 (s, 1H). LC-MS (method 1): Rt = 3.19 min; MS (ESI/APCIpos) m/z = 239.1 [M+H]
Reference: [1] Patent: WO2018/172250, 2018, A1. Location in patent: Page/Page column 176-177
[2] Patent: WO2005/30140, 2005, A2. Location in patent: Page/Page column 241
[3] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 9, p. 846 - 851
[4] Patent: WO2014/100501, 2014, A1. Location in patent: Paragraph 00741
[5] Patent: WO2005/30140, 2005, A2. Location in patent: Page/Page column 241
  • 2
  • [ 35241-23-7 ]
  • [ 50377-49-6 ]
YieldReaction ConditionsOperation in experiment
92% for 3.00 h; Reflux Step b
4-Chloro-6,7-dimethoxy-2-methylquinazoline
A mixture of 6,7-dimethoxy-2-methylquinazolin-4(3H)-one (1.0 mg) and phosphorous oxychloride (20 mL) was refluxed for 3 h.
The reaction mixture was attained to rt and poured into ice cold water and stirred for 10 min.
The solution was extracted with chloroform (3*100 mL) and the combined CHCl3 layer was washed water, brine and dried over sodium sulfate.
The solution was filtered and evaporated the solvent to give the product as a yellow color solid (1.0 g, 92percent), mp 182-184° C. 1H NMR (400 MHz, CDCl3): δ 7.36 (1H, s), 7.30 (1H, s), 4.06 (6H, s), 2.81 (3H, s); LC-MS (positive ion mode): m/z 239, 241 (M+H)+.
Reference: [1] Patent: US2013/266563, 2013, A1. Location in patent: Paragraph 0327
[2] Synthesis, 2004, # 3, p. 429 - 435
[3] Journal of Medicinal Chemistry, 1996, vol. 39, # 1, p. 267 - 276
[4] ChemMedChem, 2014, vol. 9, # 7, p. 1476 - 1487
  • 3
  • [ 26759-46-6 ]
  • [ 50377-49-6 ]
Reference: [1] Journal of Medicinal Chemistry, 1996, vol. 39, # 1, p. 267 - 276
[2] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 9, p. 846 - 851
[3] Patent: US2013/266563, 2013, A1
[4] ChemMedChem, 2014, vol. 9, # 7, p. 1476 - 1487
[5] Patent: WO2005/30140, 2005, A2
  • 4
  • [ 5653-40-7 ]
  • [ 50377-49-6 ]
Reference: [1] Synthesis, 2004, # 3, p. 429 - 435
[2] Patent: WO2018/172250, 2018, A1
  • 5
  • [ 63190-57-8 ]
  • [ 50377-49-6 ]
Reference: [1] Patent: WO2005/30140, 2005, A2
Historical Records

Related Functional Groups of
[ 50377-49-6 ]

Chlorides

Chemical Structure| 60395-90-6

[ 60395-90-6 ]

4-Chloro-6-methoxy-2-methylquinazoline

Similarity: 0.98

Chemical Structure| 55496-52-1

[ 55496-52-1 ]

4-Chloro-7-methoxyquinazoline

Similarity: 0.88

Chemical Structure| 155960-92-2

[ 155960-92-2 ]

4-Chloro-6-ethoxyquinazoline

Similarity: 0.87

Chemical Structure| 27631-29-4

[ 27631-29-4 ]

2,4-Dichloro-6,7-dimethoxyquinazoline

Similarity: 0.85

Chemical Structure| 848438-50-6

[ 848438-50-6 ]

4-Chloroquinazolin-6-ol

Similarity: 0.84

Ethers

Chemical Structure| 60395-90-6

[ 60395-90-6 ]

4-Chloro-6-methoxy-2-methylquinazoline

Similarity: 0.98

Chemical Structure| 55496-52-1

[ 55496-52-1 ]

4-Chloro-7-methoxyquinazoline

Similarity: 0.88

Chemical Structure| 155960-92-2

[ 155960-92-2 ]

4-Chloro-6-ethoxyquinazoline

Similarity: 0.87

Chemical Structure| 27631-29-4

[ 27631-29-4 ]

2,4-Dichloro-6,7-dimethoxyquinazoline

Similarity: 0.85

Chemical Structure| 105763-77-7

[ 105763-77-7 ]

2,4-Dichloro-6-methoxyquinazoline

Similarity: 0.83

Related Parent Nucleus of
[ 50377-49-6 ]

Quinazolines

Chemical Structure| 60395-90-6

[ 60395-90-6 ]

4-Chloro-6-methoxy-2-methylquinazoline

Similarity: 0.98

Chemical Structure| 55496-52-1

[ 55496-52-1 ]

4-Chloro-7-methoxyquinazoline

Similarity: 0.88

Chemical Structure| 155960-92-2

[ 155960-92-2 ]

4-Chloro-6-ethoxyquinazoline

Similarity: 0.87

Chemical Structure| 27631-29-4

[ 27631-29-4 ]

2,4-Dichloro-6,7-dimethoxyquinazoline

Similarity: 0.85

Chemical Structure| 848438-50-6

[ 848438-50-6 ]

4-Chloroquinazolin-6-ol

Similarity: 0.84