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) δ7.18 (b, 2H, NH2, exchanges with D2O), 8.12 (s, 1 H, C5H), 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-b0b6451ee54542ec8e54f7cb9926ae9b

Source dataset

uspto-grants-1989_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04880784