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Home > Encyclopedia > 6-Chloro-1H-benzimidazole-2-methanol

6-Chloro-1H-benzimidazole-2-methanol

6-Chloro-1H-benzimidazole-2-methanol structure

6-Chloro-1H-benzimidazole-2-methanol 

structure
  • CAS No:

    6953-65-7

  • Formula:

    C8H7ClN2O

  • Chemical Name:

    6-Chloro-1H-benzimidazole-2-methanol

  • Synonyms:

    1H-Benzimidazole-2-methanol,6-chloro-;2-Benzimidazolemethanol,5-chloro-;1H-Benzimidazole-2-methanol,5-chloro-;6-Chloro-1H-benzimidazole-2-methanol;NSC 38854;5-Chlorobenzimidazole-2-methanol;(5-Chloro-1H-1,3-benzodiazol-2-yl)methanol;(6-Chloro-1H-benzimidazol-2-yl)methanol;(5-Chloro-1H-benzimidazol-2-yl)methanol;172807-02-2

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

6-Chloro-1H-benzimidazole-2-methanol Basic Attributes

182.60698

182.61

38854

DTXSID40219790

2933990090

Characteristics

48.9

1.6

1.51g/cm3

205 °C

443.9±25.0°C at 760 mmHg

222.2ºC

1.724

>27.4 [ug/mL]

Safety Information

NONH for all modes of transport

3

6-Chloro-1H-benzimidazole-2-methanol Use and Manufacturing

21 a)A mixture of 4-chlorobenzene-1, 2-diamine (105 g, 736 mmoles, 1 eq.) andhydroxyacetic acid (112 g, 2 eq.) in xylene (1500 mL) was stirred at 150 °C for 4 hours. The mixture was then cooled to 60 °C and treated with 3N HC1 (480 ml), then basified to pH=7-8 by the addition of aqueous ammonia. The mixture was filtered and the solid was collected, washed with H20 and tert-butyl methyl ether to give 123 g (82percent yield) of (5 -chloro- 1 H-benzo [d]imidazo l-2-yl)methano 1 21 a.A mixture of 4-chlorobenzene-1, 2-diamine (105 g, 736 mmoles, 1 eq.) and hydroxyacetic acid (112 g, 2 eq.) in xylene (1500 mL) was stirred at 150°C for 4 hours. The mixture was then cooled to 60°C and treated with 3N HC1 (480 ml), then basified to pH = 7-8 by the addition of aqueous ammonia. The mixture was filtered and the solid was collected, washed with H20 and tert-butyl methyl ether to give 123 g (82percent yield) of (5 -chloro- 1 H-benzo [d]imidazol-2-yl)methanol (7a).

Computed Properties

Molecular Weight:182.61
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:182.0246905
Monoisotopic Mass:182.0246905
Topological Polar Surface Area:48.9
Heavy Atom Count:12
Complexity:167
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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