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Water → 3,6-Bis(carboxymethyl)-9-(10-carbethoxydecylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid

HRID 412990
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HRID 412990 반응식
[O:1]=[C:2]1[CH2:7][N:6]([CH2:8][CH2:9][N:10]([CH2:21][C:22]([OH:24])=[O:23])[CH2:11][CH2:12][N:13]2[CH2:18][C:17](=[O:19])[O:16][C:15](=[O:20])[CH2:14]2)[CH2:5][C:4](=[O:25])[O:3]1.[OH2:26].C(N(CC)CC)C.[CH2:34]([O:36][C:37](=[O:49])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][NH2:48])[CH3:35]>CN(C)C=O>[C:15]([CH2:14][N:13]([CH2:12][CH2:11][N:10]([CH2:21][C:22]([OH:24])=[O:23])[CH2:9][CH2:8][N:6]([CH2:7][C:2](=[O:1])[NH:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][C:37]([O:36][CH2:34][CH3:35])=[O:49])[CH2:5][C:4]([OH:3])=[O:25])[CH2:18][C:17]([OH:16])=[O:19])([OH:20])=[O:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 100825DTPA dianhydrideHCID 13192100Ethyl 11-aminoundecanoate

생성물 1

HCID 102109193,6-Bis(carboxymethyl)-9-(10-carbethoxydecylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

반응 조건

온도
0 °C

실험 절차

17.85 g (50 mmol) of 1.5-bis(2,6-dioxomorpholino)-3-carboxymethyl-3-azapentane is stirred in 200 ml of dimethylformamide and mixed with 9 ml (50 mmol) of water. The solution is heated for 3 hours to 70° C., cooled off to 0° C. and 36.07 ml (260 mmol) of triethylamine and 10.8 g (50 mmol) of 11-aminoundecanoic acid ethyl ester are added. After stirring overnight at room temperature, the solution is evaporated to dryness in a vacuum. The residue is taken up in 100 ml of water and the solution is mixed by drops with concentrated hydrochloric acid until permanent cloudiness. After stirring overnight in the ice bath, the finely crystalline precipitate is suctioned off, washed with water and dried in a vacuum at 50° C. 14.9 g (65% of theory) of the title compound is obtained as a white powder with melting point 155-157° C.

후처리

  1. temperatureThe solution is heated for 3 hours to 70° C.
  2. customthe solution is evaporated to dryness in a vacuum
  3. additionthe solution is mixed by drops with concentrated hydrochloric acid until permanent cloudiness
  4. stirringAfter stirring overnight in the ice bath
  5. washwashed with water
  6. customdried in a vacuum at 50° C

출처 및 근거

ORD 기록
ord-a595cd5bdf54430e8c1443416e011d35
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06565830B1

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