Ammonia → 3,4-Dihydro-2H-pyrimido[2,1-b][1,3]benzothiazol-7-amine

HRID 2417917Notes

Reaction equation

HRID 2417917 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]3=[N:12][CH2:13][CH2:14][CH2:15][N:9]3[C:8]=2[CH:16]=1)([O-])=O.N.[H][H]>[Pd].CO>[N:12]1[CH2:13][CH2:14][CH2:15][N:9]2[C:8]3[CH:16]=[C:4]([NH2:1])[CH:5]=[CH:6][C:7]=3[S:11][C:10]=12

Participants

6

Reactant 3

HCID 222AmmoniaHCID 13338528783256-20-2HCID 178418361HCID 178418361, compound

Product 1

HCID 133385843,4-Dihydro-2H-pyrimido[2,1-b][1,3]benzothiazol-7-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 18 parts of 3,4-dihydro-7-nitro-2H-pyrimido[2,1-b]benzothiazole and 240 parts of methanol, previously saturated with gaseous ammonia is hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 5%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 8.6 parts of 3,4-dihydro-2H-pyrimido[2,1-b]benzothiazol-7-amine; mp. 197° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe residue is crystallized from 4-methyl-2-pentanone
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-fd1351ac18834466be9b072b33b81377
Source dataset
uspto-grants-1984_09
Patent number
US04471117

Reaction notes

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