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[ CAS No. 25148-68-9 ]

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Chemical Structure| 25148-68-9
Chemical Structure| 25148-68-9
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Product Details of [ 25148-68-9 ]

CAS No. :25148-68-9 MDL No. :MFCD00042021
Formula : C7H12Cl2N2 Boiling Point : 252.4°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :195.09 g/mol Pubchem ID :91296
Synonyms :

Safety of [ 25148-68-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:N/A
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Application In Synthesis of [ 25148-68-9 ]

  • Upstream synthesis route of [ 25148-68-9 ]
  • Downstream synthetic route of [ 25148-68-9 ]

[ 25148-68-9 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 25148-68-9 ]
  • [ 152628-03-0 ]
  • [ 152628-02-9 ]
YieldReaction ConditionsOperation in experiment
77.4%
Stage #1: at 70 - 135℃; for 13.5 h;
Stage #2: With ammonia In water at 30 - 90℃; for 1 h;
4-Methyl-2-n-propyl-lH-benzimidazole-6-carboxylic acid (50 gms) is suspended in Poly phosphoric acid (300 gms), temperature is raised and maintained for 30 min at 70 - 750C, N-Methyl-o-phenylenediamine dihydrochloride. (45 gms) is added lot wise over 2 hrs and maintained at temperature of 70 - 750C for lhr. The temperature of the reaction mass is raised and maintained for 10 hrs at 130 - 1350C. Mass temperature is cooled to 7O0C, water (600 ml) is added slowly at temperature of 60 - 9O0C. Temperature of the reaction mass is cooled to 3O0C, pH is adjusted to 8.0 - 8.5 with aqueous ammonia solution. EPO <DP n="12"/>Temperature of the reaction mass is raised, maintained at 50- 550C for 1 hr, filter the solid, wet cake is washed with hot water (200 ml) and unload the wet cake. The above wet cake suspended in water (900 ml), temperature is raised and mixed for 1 hr at 50 - 550C. Filtered the solid, washed with hot water (100 ml) and dried the wet cake at temperature of 70 - 750C till constant weight. The above dry material is suspended in methanol (260 ml), and temperature is raised to 45 - 5O0C, charcoal (6.5 gms) is added and mixed for about 30 min. Insolubles are filtered through hyflow bed, washed the bed with hot methanol (60 ml), collect and cooled the filtrate to 250C. Water (160 ml) is added slowly to the filtrate at temperature of 25 - 350C, Mass temperature is raised, maintained for 1 hr at reflux temperature. Reaction mass temperature is cooled, maintained for 2 hrs at 0 - 50C. The solid obtained is filtered, wet cake is washed with methanol (60 ml), the wet cake is dried at temperature of 70 - 750C till becomes constant weight. The dry weight of 4-Methyl-6(l -methyl benzimidazol-2-yl)-2-n-propyl IH- benzimidazole is 54 gms (Yield 77.4percent). Water content by KF is 5.85percent.
Reference: [1] Patent: WO2007/10558, 2007, A1, . Location in patent: Page/Page column 5; 10-11
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 25, p. 4040 - 4051
[3] European Journal of Medicinal Chemistry, 2016, vol. 115, p. 161 - 178
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Reference: [1] Journal of Medicinal Chemistry, 1993, vol. 36, # 25, p. 4040 - 4051
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