Sodium Chloride → 2-[bis(4-chlorophenyl)methyl]-2H-tetrazole

HRID 231213

反応式

HRID 231213 の反応式
[NH:1]1[CH:5]=[N:4][N:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[Cl:12][C:13]1[CH:27]=[CH:26][C:16]([CH:17](Cl)[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[CH:15][CH:14]=1.[Cl-].[Na+]>CN(C)C=O>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([CH:17]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[N:2]2[N:3]=[N:4][CH:5]=[N:1]2)=[CH:26][CH:27]=1

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 130784,4'-Dichlorobenzhydryl chlorideHCID 178418441HCID 178418441、化合物

生成物 1

HCID 143906532-[bis(4-chlorophenyl)methyl]-2H-tetrazole収率 107.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 3.12 g of tetrazole, 26.2 g of potassium carbonate, and 10 g of 4,4'-dichlorobenzhydryl chloride from above in 150 ml of dimethylformamide was heated under a nitrogen atmosphere for 2.5 hours at 85°-90° C. and then overnight at 60°-65° C. The reaction mixture was poured into 1 liter of a saturated aqueous sodium chloride solution which was then extracted twice with 200 ml portions of ethyl acetate. The combined organic extracts were washed three times with a saturated sodium chloride solution, dried over magnesium sulfate, and evaporated to dryness to provide 12.1 g of the crude product as a pale yellow oil. The residue was purified by high pressure liquid chromatography. The primary product which was recovered was 1.1 g of the 2-tetrazole derivative as white crystals when recrystallized from methanol, m.p. 91°-92° C. Mass spectral analysis confirmed that the product had the correct molecular formula (M+ =305) and 13C and 1H NMR NOE experiments confirmed that the primary product was 2-[bis(4-chlorophenyl)methyl]-2H-tetrazole.

後処理

  1. temperaturewas heated under a nitrogen atmosphere for 2.5 hours at 85°-90° C.
  2. customovernight
  3. customat 60°-65° C
  4. extractionwas then extracted twice with 200 ml portions of ethyl acetate
  5. washThe combined organic extracts were washed three times with a saturated sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-5c3073303b824f4fa90995db3d019beb
出典データセット
uspto-grants-1989_07
特許番号
US04845227

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