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Kikelj, D., Science of Synthesis, (2004) 16, 615.
2-Aminobenzaldehyde and 2-aminophenyl ketone oximes 72 react with formic acid,[381] acetic anhydride,[382,383] acyl chlorides,[384–387] or ortho esters[115,388–390] to give quinazoline 3-oxides 73 (Scheme 51). The intermediates in this transformation are 2-(acylamino)benzaldehyde and 2-(acylamino)phenyl ketone oximes, which can be also isolated and transformed into quinazoline 3-oxides on treatment with acids (see Section 16.13.1.1.4.4.5).
Meeeee 88 Meeeeeeeeee 8-Meeeee eeee Meeeee ee 8-Meeeeeeee Meeeeeee Meeeeeeee eee Mee-Meeeee-Meee Meeeeeee Meeeeeee[888,888–888,888,888]
M8e | M8 | M8 | Meeeeee | Meeeeeee Meeeeeeeee | Meeeee (%) | ee (°M) | Mee |
---|---|---|---|---|---|---|---|
8-Me | Me | M | MMM8M | eeeeee, 8 e | e.e. | 888–888.8 | [888] |
M | M | Me | (MeM)8M | MMe, ee, 8 e | e.e. | 888–888 | [888,888] |
8-Me | Me | Me | MeMe | MeMM, ee, 88 e | 88 | 888–888 | [888] |
M | Me | MM8Me | MeMM8MMMe | MeMM, ee, 88 e | 88 | 888–888 | [888] |
8-Me | Me | M | MM(MMe)8 | eeeeee, 8 e | 88–88 | 888–888 | [888] |
8-Me | M | Me | MeM(MMe)8 | ee, 88 e | 88 | 888–888 | [888] |
M | M | Me | MeM(MMe)8 | eeeeee, 8 e | 88 | 888–888 | [888] |
e Meeeee ee eeeeeeeee ee 88.
e e.e. = eee eeeeeeee.
Meeeeeeeeeee Meeeeeeee
Meeeeeeeeee 8-Meeeee 88 (M8 = M); Meeeeee Meeeeeeee:[888]
8-Meeeeeeeeeeeeeeee eeeee eee eeeeeeeee ee eee eeeeeeeeeee eeeee eeeee (8–8 eM) eee eee eeeeeee eee eeeeeee ee ee eeeee eeeeeeeeee ee eee eeeeeeee. Mee eeeeee ee eee eeeee eeeee eee eeeeeee eeeee eeeeeee eeeeeeee eee eee eeeeeee eee eeeeeeeeeeeeeee (eeeeee eee, MMMe8 ee MMMe8/MeMM 88:8). Meeeeeeeee eeeeeee eeee eeeeeeeeeeeeee (MMMe8, MMMe8/MeMM, eeeeeee, ee Me8M).
8-(Meeeeeeeeeee)-8-eeeeeeeeeeeeeeeee 8-Meeee (88, M8 = M; M8 = Me; M8 = MM8Me); Meeeeee Meeeeeeee:[888]
Me e eeee eeee (88°M) ee eee 8-eeeeeeeeeeeee eeeeee eeeee (88 e, 8.88 eee) ee eeeeeee MeMM (888 eM) eee eeeee eeeeeeeeeeee eeeeeeee (88.8 e, 8.88 eee). Mee eeeeeee eee eeee ee ee eee 88 e, eeeeeeeee eeee eeeee MMe(e), eee eeeeeeeeeeee ee eeeee. Mee eeeeeee eee eeeeeeeee ee MM8Me8 eee eeeeee eeee eee-eeee Me8MM8 eeee. Mee eeeeeee eeee eee eeeee, eeeeeeeeeeee ee e eeeee eeeeee, eee eeeeeee eeee eeeeeeeee eeeee. Mee eeeeeeeeeeee eeeeeeee eeee eeeeeeee. Mee eeeeee eeeeee eeeeeee ee eeeeeeeeee eeee. Meeee eeeeeeeeeeeeeeeee, eee eeeeeee eeeeee eeeeee eeeeeee; eeeee: 88.8 e (88%); ee 888–888°M.
References
[115] | Meeeeeee, M. M. M., M. Meee. Mee., (8888), 8888. |
[381] | Meeeeeeee, M. M.; Meeeee, M., M. Mee. Meee., (8888) 88, 8888. |
[382] | Meeeč, M.; Meečeč, M.; Meeeeeeee, M.; Mešeee, M., Meeeeeeeeee Meee., (8888), 8888. |
[383] | Meeeee, M., Mee. Meeee. Meee. Mee. M, (8888) 88, 8888. |
[384] | Meeeeeeee, M. M.; Meeeee, M.; Meeeee, M., M. Me. Meee. Mee., (8888) 88, 888. |
[385] | Meeeeeeee, M. M.; Meeeee, M.; Meeeee, M.; Meeeeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
[386] | Meee, M. M.; Meeeeeeee, M. M.; Meeeeee, M.; Meeeeeeee, M. M., M. Mee. Meee., (8888) 88, 888. |
[387] | Meeeeeeee, M. M.; Meeee, M. M.; Meeeee, M.; Meeeeeeee, M.; Meee, M.; Meeeeee, M., M. Mee. Meee., (8888) 8, 888. |
[388] | Meeeeeeee, M.; Meeeeeeee, M.; Meeeee, M.; Meeeeeeee, M., Meeeeeeeeeee, (8888) 88, 888. |
[389] | Meeeeee, M., Me Meeeee–Meee, (8888); Mee. 88/8, e 888. |
[390] | Meeeeeeee, M., Meeeeeeeeeee, (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88M/8, 888.
- 8.Meeeee-Meee, (8888) 88M/8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
- 8.Meeeee-Meee, (8888) M 8e8, 88.