HCID 13338579, compound → HCID 13338586, compound

HRID 2417918Notes

Reaction equation

HRID 2417918 reaction equation
[CH2:1]([C:3]1[C:15]([N+:16]([O-])=O)=[CH:14][C:6]2[N:7]3[CH2:13][CH2:12][CH2:11][N:10]=[C:8]3[S:9][C:5]=2[CH:4]=1)[CH3:2].[H][H]>[Pt].C(O)(=O)C>[CH2:1]([C:3]1[C:15]([NH2:16])=[CH:14][C:6]2[N:7]3[CH2:13][CH2:12][CH2:11][N:10]=[C:8]3[S:9][C:5]=2[CH:4]=1)[CH3:2]

Participants

5

Reactant 2

HCID 13338579HCID 13338579, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13338586HCID 13338586, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 5.26 parts of 8-ethyl-3,4-dihydro-7-nitro-2H-pyrimido[2,1-b]benzothiazole and 100 parts of acetic acid is hydrogenated at normal pressure and at room temperature with 1 part of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is acidified with 2-propanol, saturated with gaseous hydrogen chloride. The precipitated product is filtered off and dissolved in 200 parts of water. The solution is alkalized with ammonium hydroxide. The precipitated product is filtered off, washed with water and crystallized from 2-propanol, yielding 2.2 parts of 8-ethyl-3,4-dihydro-2H-pyrimido[2,1-b]benzothiazol-7-amine; mp. 209.9° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. filtrationThe precipitated product is filtered off
  3. dissolutiondissolved in 200 parts of water
  4. filtrationThe precipitated product is filtered off
  5. washwashed with water
  6. customcrystallized from 2-propanol

Sources & evidence

ORD record
ord-3a38e257d6c9472b8ad156605d88b04f
Source dataset
uspto-grants-1984_09
Patent number
US04471117

Reaction notes

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