تفاعل #8941

ord-d9a10ec75b564366afe1943f25028665

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
desired compound
المردود 78.0%
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 throughly with cold water (500 ml)
  3. 3
    تجفيفThe solid was dried overnight under high vacuum in a desiccator over NaOH pallets

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 min. and at room temperature for 3 hr. The resulting dark colored reaction mixture was carefully poured into an ice-water mixture (200 mL) and stirred at room temperature for 30 min. The resulting precipitate was filtered and washed throughly with cold water (500 ml). The solid was dried overnight under high vacuum in a desiccator over NaOH pallets to yield the desired compound (5.9 g. 78%) as a grey powder. 1H NMR (DMSO-d6) 3.89 (s, 3H), 7.55 (d, 1H, J=8.4 Hz.) 7.65 (d, 1H, J=8.4 Hz), 7.88 (s, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07091219B2uspto-grants-2006_08