2-咪唑甲醛 → HCID 12493308，化合物

HRID 2419641

反应方程式

HRID 2419641 反应方程式
C(N1C=CN=C1)C1C=CC=CC=1.OCC1NC=CN=1.N1C=CN=C1C=O.C(SC)(=S)NN.[NH:33]1[CH:37]=[CH:36][N:35]=[C:34]1[CH:38]=[N:39][NH:40][C:41]([S:43]C)=S>C(O)(=O)C.C(O)C>[N:33]1[CH:37]=[CH:36][N:35]2[C:34]=1[CH:38]=[N:39][NH:40][C:41]2=[S:43]

参与物

8

反应物 5

HCID 249552-咪唑甲醛2 次HCID 77918N-苄基咪唑HCID 566830咪唑-2-甲醇2 次HCID 3034069肼基二硫代甲酸甲酯HCID 137195915HCID 137195915，化合物

产物 1

HCID 12493308HCID 12493308，化合物

试剂、催化剂与溶剂 2

HCID 176醋酸催化剂HCID 702乙醇溶剂2 次

实验过程

N-Benzylimidazole is converted to 2-hydroxymethylimidazole by the method of R. G. Jones, J.A.C.S. 71, 383 (1949). The 2-hydroxymethylimidazole is converted to imidazole-2-carboxaldehyde by the method of H. Schubert and H. D. Rudorf, Angew. Chem. Intern. Ed., 5, 674 (1966). A 67.) gm. portion of imidazole-2-carboxaldehyde is added to 500 ml. of ethanol and warmed on a steam bath. An 85.4 gm. portion of methyl dithiocarbazate is added together with 200 ml. of ethanol. While the solution is warm, 20 drops of glacial acetic acid are added. The mixture is heated to reflux on a steam bath for one hour, cooled and filtered. The filtrate is evaporated yielding 123.2 gm. of 3-(2-imidazolymethylene)-dithio-carbazic acid, methyl ester. A 120.2 g. portion of 3-(2-imidazolylmethylene)dithio-carbazic acid, methyl ester is added to 800 ml. of diphenyl ester. The mixture is heated in an oil bath at 195°-200° C. for 15 minutes. The reaction mixture is cooled to room temperature and the precipitate is collected, washed with petroleum ether, and air dried. This light orange solid is crystallized twice from petroleum ether giving 83.0 gm. of imidazo[1,2-d]-as-triazine-5(6H)-thione, m.p. 238°-240° C.

后处理

  1. temperatureWhile the solution is warm
  2. temperatureThe mixture is heated
  3. temperatureto reflux on a steam bath for one hour
  4. temperaturecooled
  5. filtrationfiltered
  6. customThe filtrate is evaporated
  7. customyielding 123.2 gm
  8. temperatureThe mixture is heated in an oil bath at 195°-200° C. for 15 minutes
  9. customthe precipitate is collected
  10. washwashed with petroleum ether, and air
  11. customdried
  12. customThis light orange solid is crystallized twice from petroleum ether giving 83.0 gm

来源与证据

ORD记录
ord-5f9a779535df4c16897b7a1c151c7769
来源数据集
uspto-grants-1978_08
专利号
US04107309

关联笔记

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