Phosgene → HCID 67136103, compound

HRID 723366Notes

Reaction equation

HRID 723366 reaction equation
[C:1](Cl)(Cl)=[O:2].[CH:5](=[N:12][NH:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:16][CH:15]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:27][N:28]([CH3:39])[CH2:29][CH2:30][O:31][C:32]1[CH:38]=[CH:37][C:35]([NH2:36])=[CH:34][CH:33]=1>C1(C)C=CC=CC=1>[CH:5](=[N:12][N:13]([C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:16][CH:15]=1)[C:1]([NH:36][C:35]1[CH:37]=[CH:38][C:32]([O:31][CH2:30][CH2:29][N:28]([CH3:39])[CH3:27])=[CH:33][CH:34]=1)=[O:2])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 64846554-[2-(Dimethylamino)ethoxy]anilineHCID 67136987HCID 67136987, compound

Product 1

HCID 67136103HCID 67136103, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Phosgene (20% in toluene; 0.091 mL) was added dropwise to a solution of N-benzylidene-N′-(4-phenoxyphenyl)hydrazine (50 mg) in toluene (1 mL) at 0° C. After 24 hours at room temperature, 4-(2-dimethylaminoethoxy)aniline (31 mg) was added. After two hours, the crystals which had separated out were filtered off with suction. The product with the molecular weight of 494.60 (C30H30N4O3); MS (ESI): 495 ([M+H]+), was obtained in this way.

Workup

  1. waitAfter two hours
  2. customthe crystals which had separated out
  3. filtrationwere filtered off with suction
  4. customMS (ESI): 495 ([M+H]+), was obtained in this way

Sources & evidence

ORD record
ord-ec6a6bcbff7c44198984edbe3183126c
Source dataset
uspto-grants-2006_11
Patent number
US07141561B2

Reaction notes

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