Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 7-Iodo-1H-benzo[d][1,3]oxazine-2,4-dione | HCID 18929920 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2-amino-4-iodobenzoate | HCID 18929930 | 80.2% |
Reaction Steps
To a stirred solution of sodium hydroxide (0.048 g, 1.2 mM) in methanol (4.5 mL) was added 7-iodo-2H-3,1-benzoxazine-2,4(1H)-dione (2.6 g, 9.0 mM). The mixture was heated at 60° C. for 7 hr and the resulting solution was cooled, poured into water and extracted with ethyl acetate. The combined extracts were washed once with dilute sodium hydroxide, dried (MgSO4), filtered and concentrated to leave the title compound (2.0 g, 80%) as a brown oil which slowly crystallized; MS(CI): 278 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05599814 |
|---|
| Source dataset | uspto-grants-1997_02 |
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| ORD ID | ord-3f38d9f3a4bf446695c35c493e5c313e |
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| Source note | uspto-grants-1997_02 |
|---|
