Benzo(d)thiazol-2-amine → HCID 22318737, compound

HRID 414639Notes

Reaction equation

HRID 414639 reaction equation
[NH2:1][C:2]1S[C:4]2[CH:10]=CC=C[C:5]=2[N:6]=1.[N-:11]=[C:12]=[O:13]>C(Cl)(Cl)Cl>[NH:6]1[CH:5]=[CH:4][CH:10]=[N:1][CH:2]1[C:12]([NH2:11])=[O:13]

Participants

4

Reactant 2

HCID 8706Benzo(d)thiazol-2-amineHCID 105034Isocyanate

Product 1

HCID 22318737HCID 22318737, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

After cooling the reactant, the residue obtained under reduced pressure was dissolved into chloroform, and insolubles were removed. The filtrate was concentrated to about 30 ml. 2-Aminobenzothiazole (3.35 g, 22.3 mmol) was added into the obtained filtrate which contained an isocyanate derivative, and the mixture was refluxed for one hour. After cooling, crystals were filtered. The obtained crystals were washed with methanol and vacuum-dried. 5-Fluoro-3,4-dihydro-2,4-dioxo-N-{6-[3-(benzothiazole-2-yl)ureido]hexyl}-1(2H-pyrimidinecarboxamide (4.04 g, 9.02 mmol) was obtained.

Workup

  1. temperatureAfter cooling the reactant
  2. customthe residue obtained under reduced pressure
  3. customwere removed
  4. concentrationThe filtrate was concentrated to about 30 ml
  5. temperaturethe mixture was refluxed for one hour
  6. temperatureAfter cooling
  7. filtrationcrystals were filtered
  8. washThe obtained crystals were washed with methanol
  9. customvacuum-dried

Sources & evidence

ORD record
ord-d5cff3561c3e438b81acf9a0274148cf
Source dataset
uspto-grants-1988_12
Patent number
US04792607

Reaction notes

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