Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 2-Chlorobenzimidazole | HCID 78572 | — |
| Reactant | 4-(Chloromethyl)-2-methyl-1,3-thiazole--hydrogen chloride (1/1) | HCID 2734203 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18957840 | HCID 18957840 | 42.8% |
Reaction Steps
To a mixture of 15.5 pans of 2-chloro-1H-benzimidazole and 235 parts of N,N-dimethylacetamide there were added 22 pans of 4-(chloromethyl)-2-methylthiazole monohydrochloride and 25.4 pans of sodium carbonate. The whole was stirred for 18 hours at 75° C. and was then poured into water. The product was extracted with 4-methyl-2-pentanone and the extract was washed with water, dried, filtered and evaporated. The residue was crystallized from 2,2'-oxybispropane, yielding 11.3 parts (42.8%) of 2-chloro-1-[(2-methyl-4-thiazolyl)methyl]-1H-benzimidazole (interm. 1). In a similar manner there was also prepared 2-chloro-1-[(6-methyl-2-pyridinyl)methyl]1H-benzimidazole (interm. 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05360807 |
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| Source dataset | uspto-grants-1994_11 |
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| ORD ID | ord-816830b7f6b54281add86b24329bb918 |
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| Source note | uspto-grants-1994_11 |
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