3,6-Dichloropyridazine → HCID 20237843, compound

HRID 365199Notes

Reaction equation

HRID 365199 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-e1b8b2da957a46dc8f9bbb3b24e0fce7
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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