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Benzaldehyde → HCID 58504128、化合物

HRID 2407666
ノート
印刷プレビュー

反応式

HRID 2407666 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.N=C=N.[C:14]1([C:20]2[CH:24]=[C:23]([CH2:25][N:26]3[CH2:31][CH2:30][CH:29]([CH2:32][NH2:33])[CH2:28][CH2:27]3)[O:22][N:21]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)C1C=CC=CC=1.C([NH+](CC)CC)C.C(=O)([O-])[O-]>ClC(Cl)C.CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([NH:33][CH2:32][CH:29]2[CH2:28][CH2:27][N:26]([CH2:25][C:23]3[O:22][N:21]=[C:20]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH:24]=3)[CH2:31][CH2:30]2)=[O:10])=[N:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 6

HCID 240BenzaldehydeHCID 19660Carbonate IonHCID 160435CarbodiimideHCID 1385867TriethylammoniumHCID 27628725-Chloro-2-picolinic acidHCID 58504252HCID 58504252、化合物

生成物 1

HCID 58504128HCID 58504128、化合物
収率 39.6%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 63651,1-Dichloroethane溶媒

実験手順

A mixture of 5-chloropicolinic acid (43 mg) and N-cyclohexylcarbodiimide-N′-propyloxymethyl polystyrene resin (PS-Carbodiimide: Argonaut Technologies catalog number 80,037-1; 354 mg) in dichloroethane (4 mL) was shaken for 45 minutes. The reaction was shaken for 45 minutes more after the addition of N,N-dimethylformamide (0.1 mL). The compound prepared in Example 9 (50 mg) was added and the mixture was shaken overnight. Benzaldehyde polystyrene resin (PS-benzaldehyde: Argonaut Technologies catalog number 80,036-2; 184 mg) was then added and the reaction was shaken for 3.5 hours. Macroporous triethylammonium methylpolystyrene carbonate (MP-carbonate: Argonaut Technologies catalog number 80,026-9; 202 mg) was added and the reaction was shaken for 1.5 hours more. The mixture was then filtered and concentrated to obtain the title compound (30 mg) having the following physical data.

後処理

  1. stirringThe reaction was shaken for 45 minutes
  2. stirringthe mixture was shaken overnight
  3. stirringthe reaction was shaken for 3.5 hours
  4. stirringthe reaction was shaken for 1.5 hours more
  5. filtrationThe mixture was then filtered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-275fab5412d248d3990b3b2d05ac79ae
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

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