Hydrogen Peroxide → 7-Aminothiazolo[4,5-d]pyrimidin-2(3H)-one

To a suspension of 29 (770 mg, 4.2 mmol) in water (30 mL) was added 1N NaOH (4.2 mL) and 30% H2O2 (1.0 mL) and the reaction was stirred for 1 h at room temperature. Additional peroxide (2.0 mL) and hydroxide (5.0 mL) were added and the mixture was stirred for 1 h at 70° C. The reaction mixture was filtered and the filtrate was neutralized with glacial acetic acid. The resulting precipitate was filtered off while still hot, washed with cold water and dried to yield 0.52 g (74%): mp>370° C. UV λmax (pH 1) 267 nm (ε), 289 (): UV λmax (pH 7, 11) 285 nm (ε): 1H NMR (DMSO-d6) δ 7.18 (b, 2H, NH2, exchanges with D2O), 8.12 (s, 1H, C 5 H), 12.30 (b, 1H, N3H, exchanges with D2O). Anal. Calcd. for C5H4N4OS: C, 35.71: H, 2.40: N, 33.31: S, 19.07. Found: C, 35.50: H, 2.36: N, 33.13: S, 18.79.

1. stirringthe mixture was stirred for 1 h at 70° C
2. filtrationThe reaction mixture was filtered
3. filtrationThe resulting precipitate was filtered off while still hot,
4. washwashed with cold water
5. customdried
6. customto yield 0.52 g (74%)

ORD record

ord-83f744f3522348b9b3ae7f7b7ac2a1be

Source dataset

uspto-grants-1991_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05041426