Thiourea → Endralazine

HRID 1075927Notes

Reaction equation

HRID 1075927 reaction equation
[C:1]([N:9]1[CH2:19][CH2:18][C:12]2[N:13]=[N:14][C:15](S)=[CH:16][C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1CCC2[N:32]=[N:33]C(Cl)=CC=2C1)(=O)C1C=CC=CC=1.NC(N)=S>>[C:1]([N:9]1[CH2:19][CH2:18][C:12]2[N:13]=[N:14][C:15]([NH:32][NH2:33])=[CH:16][C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 2723790ThioureaHCID 12582765HCID 12582765, compoundHCID 178519528HCID 178519528, compound

Product 1

HCID 47608Endralazine

Procedure

The 6-benzoyl-5,6,7,8-tetrahydro-3-mercaptopyrido[4,3-c]pyridazine, required as starting material, may be obtained in a manner analogous to that described in Example 41 (a), from 27.4 g of 6-benzoyl-3-chloro-5,6,7,8-tetrahydropyrido[4,3-c]pyridazine and 8.4 g of thiourea. After cooling the reaction mixture with ice, the compound precipitates. M.P. 225°-228° (decomp., from glacial acetic acid).

Workup

  1. custommay be obtained in a manner analogous to
  2. temperatureAfter cooling the reaction mixture with ice
  3. customthe compound precipitates

Sources & evidence

ORD record
ord-911a4f4d7fd940329551095cdbc26bd8
Source dataset
uspto-grants-1976_05
Patent number
US03954754

Reaction notes

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