2,6-Lutidine → Benzo[d][1,2,3]thiadiazole-7-carbaldehyde

HRID 257131

反応式

HRID 257131 の反応式
[S:1]1[C:5]2[C:6]([C:10](Cl)=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.N1C(C)=CC=CC=1C>C(OCC)(=O)C.O1CCCC1.[Pd]>[S:1]1[C:5]2[C:6]([CH:10]=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

参加物

6

反応物 2

HCID 79372,6-LutidineHCID 183776071,2,3-Benzothiadiazole-7-carbonyl chloride

生成物 1

HCID 14835681Benzo[d][1,2,3]thiadiazole-7-carbaldehyde

試薬・触媒・溶媒 3

HCID 23938Palladium触媒2 回HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

99 g of benzo-1,2,3-thiadiazole-7-carboxylic acid chloride are dissolved in 1.2 l of ethyl acetate, the mixture is treated at 0°-5° C. with a solution of 58.7 g of 2,6-lutidine in 200 ml of tetrahydrofuran as well as 33 g of palladium/charcoal catalyst (5% Pd), and hydrogenated under low pressure (104Pa) with a further addition of a total of 57 g of palladium/charcoal catalyst and 500 ml of tetrahydrofuran in 5 portions. The catalyst is subsequently removed by filtration and washed with tetrahydrofuran, and the filtrate is evaporated. The residue is purified on silica gel (CH2Cl2) and gives the title compound of m.p. 134°-136° C.

後処理

  1. customThe catalyst is subsequently removed by filtration
  2. washwashed with tetrahydrofuran
  3. customthe filtrate is evaporated
  4. customThe residue is purified on silica gel (CH2Cl2)

出典と根拠

ORDレコード
ord-d433502191674bf18c619faa0ceef992
出典データセット
uspto-grants-1993_11
特許番号
US05260423

関連ノート

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