تفاعل #11348

ord-ec436e219a7b4e779e97414f5d0737fc

معادلة التفاعل

COC(=O)Nc1nc2ccccc2[nH]1
2-carbomethoxyamino-benzimidazole
O=S(=O)(O)Cl
chlorosulfonic acid
COC(=O)Nc1nc2ccc(S(=O)(=O)Cl)cc2[nH]1
5-chlorosulfonyl-2-carbomethoxyamino-benzimidazole
المردود 78.0%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe resulting precipitate was filtered
  2. 2
    غسيلwashed with cold water (500 mL)
  3. 3
    تجفيفThe solid was dried overnight under high vacuum in a desiccator over NaOH pellets

الإجراء التجريبي

A solution of 2-carbomethoxyamino-benzimidazole (5.0 g, 0.026 mole) in chlorosulfonic acid (35.00 mL) was stirred at 0° C. for 30 minutes and at room temperature for 3 hours. The resulting dark colored reaction mixture was poured into an ice-water mixture (200 mL), and stirred at room temperature for 30 minutes. The resulting precipitate was filtered and washed with cold water (500 mL). The solid was dried overnight under high vacuum in a desiccator over NaOH pellets to give 5-chlorosulfonyl-2-carbomethoxyamino-benzimidazole (5.9 g, 78%) as a grey powder. 1H NMR DMSO-d6) d: 3.89 (s, 3H), 7.55 (d, J=8.4 Hz, 1H), 7.65 (d, J=8.4 Hz, 1H), 7.88 (s, 1H). (German Patent DE 3826036)

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07098202B2uspto-grants-2006_08