N-(5-(phenylamino)penta-2,5-dienylidene)aniline monohydrochloride → 2-[6-anilino-1,3,5-hexatrienyl]-4,6-diiodo-1,3,3-trimethyl-3H-indolium iodide

HRID 403613

반응식

HRID 403613 반응식
[I-].[I:2][C:3]1[CH:11]=[C:10]([I:12])[CH:9]=[C:8]2[C:4]=1[C:5]([CH3:16])([CH3:15])[C:6]([CH3:14])=[N+:7]2[CH3:13].Cl.[C:18]1([NH:24][CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=NC2C=CC=CC=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(OC(=O)C)(=O)C>[I-:2].[NH:24]([CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=[CH:14][C:6]1[C:5]([CH3:16])([CH3:15])[C:4]2[C:8](=[CH:9][C:10]([I:12])=[CH:11][C:3]=2[I:2])[N+:7]=1[CH3:13])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 73902N-(5-(phenylamino)penta-2,5-dienylidene)aniline monohydrochlorideHCID 866953314,6-diiodo-1,2,3,3-tetramethyl-3H-indolium iodide

생성물 1

HCID 866953412-[6-anilino-1,3,5-hexatrienyl]-4,6-diiodo-1,3,3-trimethyl-3H-indolium iodide

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

100 mg (0.18 mmol) of 4,6-diiodo-1,2,3,3-tetramethyl-3H-indolium iodide and 51 mg (0.18 mmol) of N-[5-(phenylamino)-2,4-pentadienylidene]aniline monohydrochloride were stirred in 2 mL of acetic anhydride at 110-120° C. for 15 min. After cooling the product was precipitated with ether, filtered off and washed with ether. Yield: 67 mg (53%). λmax (abs) 483 nm (methanol). This product was used for following step without additional purification.

후처리

  1. temperatureAfter cooling the product
  2. customwas precipitated with ether
  3. filtrationfiltered off
  4. washwashed with ether
  5. customwithout additional purification

출처 및 근거

ORD 기록
ord-b69a77ffa2634595b9ed29fb3687e7ab
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748446B2

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