Guanidine Nitrate → HCID 178512737、化合物

HRID 464703

反応式

HRID 464703 の反応式
[N+]([O-])(O)=O.[NH2:5][C:6]([NH2:8])=[NH:7].[H-].[Na+].[H][H].Cl[C:14]1[S:15][C:16]([C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)=[N:17][N:18]=1>CN(C)C=O.O>[NH:7]([C:14]1[S:15][C:16]([C:19]2[CH:20]=[CH:21][C:22]([N+:25]([O-:27])=[O:26])=[CH:23][CH:24]=2)=[N:17][N:18]=1)[C:6]([NH2:8])=[NH:5]

参加物

7

反応物 4

HCID 10481Guanidine NitrateHCID 24758Sodium hydrideHCID 105142772-Chloro-5-(4-nitrophenyl)-1,3,4-thiadiazoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 178512737HCID 178512737、化合物収率 55%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

24.13 gm of guanidine nitrate were added in small portions over a period of 30 minutes to 6.5 gm of a 50% sodium hydride oil dispersion in 200 ml of dimethylformamide. After the evolution of hydrogen had ceased, a solution 15.8 gm of 2-chloro-5-(4-nitro-phenyl)-1,3,4-thiadiazole in 300 ml of dimethylformamide was added dropwise to the mixture, which was then stirred at room temperature for 2 hours, and then at 90° C. for 30 minutes. After cooling and dilution with water, the precipitate formed thereby was filtered off and dissolved in ethanol. Hydrogen chloride was added to this solution, and the hydrochloride which separated out was filtered off and dissolved in water, and then aqueous solution was made alkaline with 10% sodium hydroxide. The free base was filtered off, washed with water and dried, yielding 9.5 gm of the title compound, m.p. 295°-297° C.

後処理

  1. waitat 90° C. for 30 minutes
  2. temperatureAfter cooling
  3. filtrationthereby was filtered off
  4. dissolutiondissolved in ethanol
  5. additionHydrogen chloride was added to this solution
  6. customthe hydrochloride which separated out
  7. filtrationwas filtered off
  8. dissolutiondissolved in water
  9. filtrationThe free base was filtered off
  10. washwashed with water
  11. customdried

出典と根拠

ORDレコード
ord-6fcbeec2da374d0289f736b884ea9810
出典データセット
uspto-grants-1985_10
特許番号
US04548944

関連ノート

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