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Benzaldehyde → HCID 58504128, 화합물

HRID 2407666
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HRID 2407666 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 6

HCID 240BenzaldehydeHCID 19660Carbonate IonHCID 160435CarbodiimideHCID 1385867TriethylammoniumHCID 27628725-Chloro-2-picolinic acidHCID 58504252HCID 58504252, 화합물

생성물 1

HCID 58504128HCID 58504128, 화합물
수율 39.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 63651,1-Dichloroethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-275fab5412d248d3990b3b2d05ac79ae
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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