3,6-Dichloropyridazine → HCID 20237843, compound

HRID 1903797Notes

Reaction equation

HRID 1903797 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][CH:7]=1.[O:9]([CH2:16][CH:17]([OH:23])[CH2:18][NH:19][CH2:20][CH2:21][NH2:22])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(C(C)C)C(C)C)C>C1(C)C=CC=CC=1>[O:9]([CH2:16][CH:17]([OH:23])[CH2:18][NH:19][CH2:20][CH2:21][NH:22][C:5]1[N:4]=[N:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 673313,6-DichloropyridazineHCID 81531DiisopropylethylamineHCID 145507661-[(2-Aminoethyl)amino]-3-phenoxypropan-2-ol

Product 1

HCID 20237843HCID 20237843, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3.0 g. 3,6-dichloropyridazine, 4.2 g. 1-phenoxy-3-(2-aminoethylamino)-propan-2-ol, 3.5 ml. N-ethyldiisopropylamine and 30 ml. toluene is stirred for 24 hours at 100° C. The reaction mixture is then evaporated and the residue is digested simultaneously with 100 ml. water and 100 ml. methylene chloride, followed by suction filtration and recrystallization from isopropyl alcohol, with treatment with fullers' earth. There are obtained 1.4 g. (21% of theory) of the desired product in the form of colorless crystals; m.p. 147°-149° C.

Workup

  1. additionA mixture of 3.0 g
  2. customThe reaction mixture is then evaporated
  3. filtrationmethylene chloride, followed by suction filtration and recrystallization from isopropyl alcohol, with treatment with fullers' earth
  4. customThere are obtained 1.4 g

Sources & evidence

ORD record
ord-47037fe6097e4ffe8719a8ce01d114c5
Source dataset
uspto-grants-1984_03
Patent number
US04438128

Reaction notes

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