Calcium Carbonate → 2-(tert-Butoxycarbonylaminomethyl)-4-methylthiazole-5-carboxylic acid ethyl ester

HRID 1376616ノート

反応式

HRID 1376616 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10](=[S:12])[NH2:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH:14]([C:20]([CH3:22])=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16].C(=O)([O-])[O-].[Ca+2]>C(O)C>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[S:12][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:20]([CH3:22])[N:11]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 10112Calcium CarbonateHCID 11858Ethyl 2-chloroacetoacetateHCID 5324304tert-butyl N-(carbamothioylmethyl)carbamate

生成物 1

HCID 229166822-(tert-Butoxycarbonylaminomethyl)-4-methylthiazole-5-carboxylic acid ethyl ester収率 71%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of 5.02 g of (tert-butoxycarbonylamino)acetothioamide in 75 ml of ethanol were added 3.92 ml of ethyl 2-chloroacetoacetate and 2.75 g of calcium carbonate, and the mixture was stirred at 50° C. for 6 hours. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluting with a 5:1 mixture of toluene and ethyl acetate to give 5.65 g (yield 71%) of the title compound.

後処理

  1. filtrationThe reaction solution was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography
  4. washeluting with a 5:1 mixture of toluene and ethyl acetate

出典と根拠

ORDレコード
ord-2abacfe40f3c4aa187382bbd926eb771
出典データセット
uspto-grants-1997_09
特許番号
US05663162

反応ノート

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