Water → HCID 57210743, compound

HRID 2231975Notes

Reaction equation

HRID 2231975 reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([Cl:10])[C:5]([Cl:11])=[C:4](Cl)[C:3]=1[Cl:13].NCCNC(=O)[CH:19]([C:21]1[CH:26]=[C:25]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:24]([OH:31])=[C:23]([C:32]([CH3:35])([CH3:34])[CH3:33])[CH:22]=1)[CH3:20].C([N:39](CC)CC)C.O.C[N:46]1[CH2:50][CH2:49]C[C:47]1=[O:51]>C1(C)C=CC=CC=1>[C:32]([C:23]1[CH:22]=[C:21]([CH2:19][CH2:20][C:47]([NH:46][CH2:50][CH2:49][NH:39][C:4]2[C:5]([Cl:11])=[C:6]([Cl:10])[C:7]([C:8]#[N:9])=[C:2]([Cl:1])[C:3]=2[Cl:13])=[O:51])[CH:26]=[C:25]([C:27]([CH3:30])([CH3:28])[CH3:29])[C:24]=1[OH:31])([CH3:35])([CH3:34])[CH3:33]

Participants

7

Reactant 5

HCID 962WaterHCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 30363PentachlorobenzonitrileHCID 22104623HCID 22104623, compound

Product 1

HCID 57210743HCID 57210743, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

27.6 g of pentachlorobenzonitrile and 32 g of 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid 2-aminoethylamide are reacted with 11 g of triethylamine in 200 g of N-methylpyrrolidone for 7 hours at 100° C., after which 500 g of water and 400 g of toluene are added, and the toluene phase is separated off while still hot and evaporated down under reduced pressure. The residue is boiled with 0.15 l of ethanol, and the mixture is left to stand overnight at room temperature. The precipitate is then filtered off under suction and dried. After recrystallization from toluene, the product melts at 173°-175° C.

Workup

  1. customthe toluene phase is separated off while still hot and
  2. customevaporated down under reduced pressure
  3. waitthe mixture is left
  4. filtrationThe precipitate is then filtered off under suction
  5. customdried
  6. customAfter recrystallization from toluene

Sources & evidence

ORD record
ord-fa9c5be00d714278a88effefbf532837
Source dataset
uspto-grants-1988_11
Patent number
US04785107

Reaction notes

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