Home Cart 0 Sign in  

[ CAS No. 577967-81-8 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 577967-81-8
Chemical Structure| 577967-81-8
Structure of 577967-81-8 *Storage: {[proInfo.prStorage]}

Quality Control of [ 577967-81-8 ]

Related Doc. of [ 577967-81-8 ]

SDS
Alternatived Products of [ 577967-81-8 ]
Alternatived Products of [ 577967-81-8 ]

Product Details of [ 577967-81-8 ]

CAS No. :577967-81-8MDL No. :MFCD08899105
Formula : C12H12ClNO2 Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :237.68Pubchem ID :18524412
Synonyms :

Computed Properties of [ 577967-81-8 ]

TPSA : 31.4 H-Bond Acceptor Count : 3
XLogP3 : 3.5 H-Bond Donor Count : 0
SP3 : 0.25 Rotatable Bond Count : 2

Safety of [ 577967-81-8 ]

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

Application In Synthesis of [ 577967-81-8 ]

  • Upstream synthesis route of [ 577967-81-8 ]
  • Downstream synthetic route of [ 577967-81-8 ]

[ 577967-81-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 63914-26-1 ]
  • [ 577967-81-8 ]
YieldReaction ConditionsOperation in experiment
67% With N,N-dimethyl-formamide; trichlorophosphate In N,N-dimethyl-formamide at 20 - 75℃; for 2 h; The required 2-chloro-6,7-dimethoxy-3-methylquinoline was prepared according to the procedure published in Tetrahedron Letters 1979, 4885, in the following way: [0812] To a solution of 3,4-dimethoxyaniline (4.70 g, 30.7 mmol) in dichloromethane (50 ml) were added pyridine (8.0 ml, 3 equivalents) and then dropwise propionyl chloride (3.5 ml, 40.5 mmol). After stirring at room temperature for 1 h and 50 min the mixture was poured into a mixture of water (200 ml) and concentrated hydrochloric acid (8 ml). The phases were separated, and the aqueous phase was extracted once with dichloromethane. Washing of the combined organic phases with brine, drying with magnesium sulfate, and concentration yielded 6.89 g of an oil which crystallized after a few minutes. Recrystallization from a mixture of ethyl acetate and heptane yielded 3.60 g (49percent) of N-(3,4-dimethoxyphenyl)propionamide as dark crystals. [0813] This anilide (2.1 g, 10.0 mmol) was mixed with DMF (1.1 ml, 15 mmol), and to this mixture POCl3 (6.5 ml, 70 mmol) was dropwise added at room temperature. When the addition is finished the mixture is stirred at 75° C. for 2 h. The mixture was poured into ice-water (100 ml), stirred for 30 min, and filtered. The solid was stripped with toluene and acetonitrile, to yield 1.60 g (67percent) of 2-chloro-6,7-dimethoxy-3-methylquinoline as a solid. This product was treated with 1-cyclopropylpiperazine as described in General Procedure (B) to yield the title compound. [0814] 1H NMR (DMSO-d6) δ0.83 (m, 2H), 1.23 (m, 2H), 2.42 (s, 3H), 2.94 (m, 1H), 3.40-4.50 (m, 8H), 3.88 (s, 3H), 3.91 (s, 3H), 7.29 (s, 1H), 7.48 (br s, 1H), 8.12 (br s, 1H), 11.24 (br s, 1H); HPLC-MS: m/z 328 (MH+); Rt=1.63 min.
Reference: [1] Patent: US2003/236259, 2003, A1, . Location in patent: Page 51
Historical Records

Related Functional Groups of
[ 577967-81-8 ]

Chlorides

Chemical Structure| 13676-02-3

[ 13676-02-3 ]

2-Chloro-6-methoxyquinoline

Similarity: 0.92

Chemical Structure| 160893-07-2

[ 160893-07-2 ]

2-Chloro-5-methoxyquinoline

Similarity: 0.90

Chemical Structure| 577967-89-6

[ 577967-89-6 ]

2-Chloroquinolin-6-ol

Similarity: 0.87

Chemical Structure| 72407-17-1

[ 72407-17-1 ]

2,4-Dichloro-6,7-dimethoxyquinoline

Similarity: 0.86

Chemical Structure| 70049-46-6

[ 70049-46-6 ]

2,4-Dichloro-6-methoxyquinoline

Similarity: 0.84

Ethers

Chemical Structure| 13676-02-3

[ 13676-02-3 ]

2-Chloro-6-methoxyquinoline

Similarity: 0.92

Chemical Structure| 160893-07-2

[ 160893-07-2 ]

2-Chloro-5-methoxyquinoline

Similarity: 0.90

Chemical Structure| 72407-17-1

[ 72407-17-1 ]

2,4-Dichloro-6,7-dimethoxyquinoline

Similarity: 0.86

Chemical Structure| 70049-46-6

[ 70049-46-6 ]

2,4-Dichloro-6-methoxyquinoline

Similarity: 0.84

Chemical Structure| 13790-39-1

[ 13790-39-1 ]

4-Chloro-6,7-dimethoxyquinazoline

Similarity: 0.81

Related Parent Nucleus of
[ 577967-81-8 ]

Aromatic Heterocycles

Chemical Structure| 13676-02-3

[ 13676-02-3 ]

2-Chloro-6-methoxyquinoline

Similarity: 0.92

Chemical Structure| 160893-07-2

[ 160893-07-2 ]

2-Chloro-5-methoxyquinoline

Similarity: 0.90

Chemical Structure| 577967-89-6

[ 577967-89-6 ]

2-Chloroquinolin-6-ol

Similarity: 0.87

Chemical Structure| 70049-46-6

[ 70049-46-6 ]

2,4-Dichloro-6-methoxyquinoline

Similarity: 0.84

Chemical Structure| 31568-91-9

[ 31568-91-9 ]

2-Chloroquinolin-8-ol

Similarity: 0.81

Quinolines

Chemical Structure| 13676-02-3

[ 13676-02-3 ]

2-Chloro-6-methoxyquinoline

Similarity: 0.92

Chemical Structure| 160893-07-2

[ 160893-07-2 ]

2-Chloro-5-methoxyquinoline

Similarity: 0.90

Chemical Structure| 577967-89-6

[ 577967-89-6 ]

2-Chloroquinolin-6-ol

Similarity: 0.87

Chemical Structure| 72407-17-1

[ 72407-17-1 ]

2,4-Dichloro-6,7-dimethoxyquinoline

Similarity: 0.86

Chemical Structure| 70049-46-6

[ 70049-46-6 ]

2,4-Dichloro-6-methoxyquinoline

Similarity: 0.84