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[ CAS No. 848092-84-2 ] {[proInfo.proName]}

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Chemical Structure| 848092-84-2
Chemical Structure| 848092-84-2
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Product Details of [ 848092-84-2 ]

CAS No. :848092-84-2 MDL No. :MFCD20690673
Formula : C9H11NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :KVKBPICSIFDGGR-UHFFFAOYSA-N
M.W : 197.19 Pubchem ID :23132473
Synonyms :

Safety of [ 848092-84-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 848092-84-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 848092-84-2 ]
  • Downstream synthetic route of [ 848092-84-2 ]

[ 848092-84-2 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 848092-84-2 ]
  • [ 77287-34-4 ]
  • [ 162012-72-8 ]
YieldReaction ConditionsOperation in experiment
85% at 140℃; for 4 h; A mixture of formamide (29 mL), ammonium formate (3.41 g, 54 mmol) and methyl 2-amino-4-hydroxy-5-methoxybenzoate (6.56 g, 36.0 mmol) was heated to 140C for 4 h. After cooling to r.t., water (75 mL) was added. Afterstirring for 1 h, the precipitated 7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one was filtered off, washed with waterand dried (grey solid, 5.86 g, 30.5 mmol, 85 percent). LC/ESI-MS: m/ z = 193 [M +H]+; m/ z = 191 [M-H]-; Rt = 1.53 min.
85% at 140℃; for 4 h; A mixture of formamide (29 mL), ammonium formate (3.41 g, 54 mmol) and methyl 2-amino-4-hydroxy-5-methoxybenzoate (6.56 g, 36.0 mmol) was heated to 140°C for 4 h. After cooling to r.t., water (75 mL) was added. After stirring for 1 h, the precipitated 7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one was filtered off, washed with water and dried (grey solid, 5.86 g, 30.5 mmol, 85 percent). LC/ESI-MS: m/z = 193 [M +H]+; m/z = 191 [M-H]-; Rt = 1.53 min.
85% at 140℃; for 4 h; Step 4. A mixture of formamide (29 mL), ammonium formate (3.41 g, 54 mmol) and methyl 2-amino-4-hydroxy-5-methoxybenzoate (6.56 g, 36.0 mmol) was heated to 140° C. for 4 h. After cooling to r.t., water (75 mL) was added. After stirring for 1 h, the precipitated 7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one was filtered off, washed with water and dried (grey solid, 5.86 g, 30.5 mmol, 85percent). LC/ESI-MS: m/z=193 [M+H]+; m/z=191 [M-H]-; Rt=1.53 min.
76% at 140℃; for 4 h; Step 4.
A mixture of formamide (29 mL), ammonium formate (3.41 g, 54 mmol) and crude material of step 3 (36.0 mmol) was heated to 140° C. for 4 h.
After cooling to r.t., water (75 mL) was added.
After stirring for 1 h, the precipitated 7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one or 6-hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one, respectively, was filtered off, washed with water and dried (76-85percent).

Reference: [1] Patent: EP1674467, 2006, A1, . Location in patent: Page/Page column 26
[2] Patent: EP1674466, 2006, A1, . Location in patent: Page/Page column 26
[3] Patent: US2006/142570, 2006, A1, . Location in patent: Page/Page column 17
[4] Patent: US2007/149523, 2007, A1, . Location in patent: Page/Page column 13
[5] Patent: US2006/135782, 2006, A1, . Location in patent: Page/Page column 23
[6] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 18, p. 6728 - 6737
  • 2
  • [ 848092-84-2 ]
  • [ 16712-16-6 ]
  • [ 162012-72-8 ]
YieldReaction ConditionsOperation in experiment
86% at 150℃; for 5 h; 4.1.6
7-Hydroxy-6-methoxyquinazolin-4(3H)-one (14)
A mixture of formamide (25 mL), ammonium formate (3.59 g, 57 mmol) and 13 (6.5 g, 33 mmol) was heated at 150 °C for 5 h.
The mixture was cooled to room temperature, and water (100 mL) was added in order to precipitate the quinazolinone 14.
After stirring for 1 h, the resulting precipitate was filtered off, washed with water and dried to obtain intermediate 14 as a white solid. Yield: 86percent, mp: >250 °C.
Reference: [1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 24, p. 6796 - 6805
  • 3
  • [ 848092-84-2 ]
  • [ 16712-16-6 ]
  • [ 77287-34-4 ]
  • [ 162012-72-8 ]
YieldReaction ConditionsOperation in experiment
76% at 140℃; for 4 h; Step 4. A mixture of formamide (29 mL), ammonium formate (3.41 g, 54 mmol) and crude material of step 3 (36.0 mmol) was heated to 140° C. for 4 h. After cooling to r.t., water (75 mL) was added. After stirring for 1 h, the precipitated 7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one or 6-hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one, respectively, was filtered off, washed with water and dried (76-85percent).
76% at 140℃; for 4 h; Step 4.
A mixture of formamide (29 mL), ammonium formate (3.41 g, 54 mmol) and crude material of step 3 (36.0 mmol) was heated to 140°C for 4 h.
After cooling to r.t., water (75 mL) was added.
After stirring for 1 h, the precipitated 7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one or 6-hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one, respectively, was filtered off, washed with water and dried (76-85percent).
Reference: [1] Patent: US2007/21446, 2007, A1, . Location in patent: Page/Page column 14
[2] Patent: EP1785420, 2007, A1, . Location in patent: Page/Page column 18
[3] Patent: EP1746096, 2007, A1, . Location in patent: Page/Page column 24
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