تفاعل #1178464

ord-c83a6a2e3b6f45cd957359cf148dbbb8

معادلة التفاعل

NC(N)=S
thiourea
O=C1C=CC(=O)C=C1
1,4-benzoquinone
Nc1nc2ccc(O)cc2s1
2-amino-1,3-benzothiazol-6-ol

المتفاعلات

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated to dryness
  2. 2
    أخرىThe residue was triturated with hot acetonitrile
  3. 3
    ترشيحthe resulting solid was filtered
  4. 4
    أخرىdried

الإجراء التجريبي

The intermediate 2-amino-1,3-benzothiazol-6-ol was prepared according to a slightly modified literature procedure by Lau and Gompf: J. Org. Chem. 1970, 35, 4103-4108. To a stirred solution of thiourea (7.6 g, 0.10 mol) in a mixture of 200 mL ethanol and 9 mL concentrated hydrochloric acid was added a solution of 1,4-benzoquinone (21.6 g, 0.20 mol) in 400 mL of hot ethanol. The reaction was stirred for 24 hours at room temperature and then concentrated to dryness. The residue was triturated with hot acetonitrile and the resulting solid was filtered and dried.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08129374B2uspto-grants-2012_03