Benzaldehyde → HCID 19841365, compound

HRID 1638731Notes

Reaction equation

HRID 1638731 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5](N2C3C(=CC(F)=C(C4CCC(N)C4)N=3)C(=O)C(C(O)=O)=C2)=[CH:4][CH:3]=1.[CH:29]1([N:32]2[C:41]3[C:36](=[CH:37][C:38]([F:48])=[C:39]([CH:42]4[CH2:46][CH2:45][CH:44]([NH2:47])[CH2:43]4)[N:40]=3)[C:35](=[O:49])[C:34]([C:50]([OH:52])=[O:51])=[CH:33]2)[CH2:31][CH2:30]1.C(=O)C1C=CC=CC=1>C1(C)C=CC=CC=1>[CH:29]1([N:32]2[C:41]3[C:36](=[CH:37][C:38]([F:48])=[C:39]([CH:42]4[CH2:46][CH2:45][C:44](=[N:47][C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)[CH2:43]4)[N:40]=3)[C:35](=[O:49])[C:34]([C:50]([OH:52])=[O:51])=[CH:33]2)[CH2:30][CH2:31]1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 19841322HCID 19841322, compoundHCID 19841346HCID 19841346, compound

Product 1

HCID 19841365HCID 19841365, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a round-bottomed flask equipped with a magnetic stirring bar are placed 2 grams of (I) the product of Example 2 (Z= ##STR31## A=N, R=cyclopropyl, R3 =H, R1 =OH), 20 ml of toluene, and 1.5 ml of benzaldehyde. The system is equipped with a Dean-Stark trap containing four angstrom molecular sieves. The reaction mixture is heated at reflux for one day and cooled to room temperature. The solid imine (I) Z= ##STR32## A=N, R=cyclopropyl, R3 =H, R1 =OH) is collected by suction filtration.

Workup

  1. customIn a round-bottomed flask equipped with a magnetic stirring bar
  2. customThe system is equipped with a Dean-Stark trap
  3. additioncontaining four angstrom molecular sieves
  4. temperatureThe reaction mixture is heated
  5. temperatureat reflux for one day
  6. filtrationThe solid imine (I) Z= ##STR32## A=N, R=cyclopropyl, R3 =H, R1 =OH) is collected by suction filtration

Sources & evidence

ORD record
ord-414016216e4b48b081ce768a2b15558e
Source dataset
uspto-grants-1989_11
Patent number
US04880814

Reaction notes

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