Alternatived Products of [ 67193-97-9 ]
Product Details of [ 67193-97-9 ]
CAS No. : | 67193-97-9 |
MDL No. : | MFCD11878414 |
Formula : |
C8H7NO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
165.15
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 67193-97-9 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 67193-97-9 ]
* 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 [ 67193-97-9 ]
- Downstream synthetic route of [ 67193-97-9 ]
- 1
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[ 67193-97-9 ]
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[ 77-78-1 ]
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[ 6529-94-8 ]
- 2
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[ 34781-86-7 ]
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[ 79-04-9 ]
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[ 67193-97-9 ]
Yield | Reaction Conditions | Operation in experiment |
83.5% |
With potassium carbonate; In water; toluene; at 0 - 5℃; for 0.5h;Inert atmosphere; |
K2003 (30.6 g, 221.4 mmol, 4 eq) was dissolved in water (120 mL) in a 250 mL round bottomed flask, vacuum degassed 3 times, then cooled to 00 to 5C. 4-Amino resorcinol HCI (A) (9 g, 55.69 mmol, 1 eq) was added through a strong nitrogen purge, and the blue solution was again degassed 3 times. Choro-acetyl chloride (5.4 mL, 69.61 mmol, 1.25 eq) was dissolved in toluene (27 mL), and was added over 30mm maintaining the temperature below 5 C. The ice bath was removed, and the mixture (biphasic with suspended crystalline product) was stirred overnight. 7-Hydroxy-4H- benzo[1 ,4]oxazin-3-one (B) was then isolated via filtration giving 7.6 g, 83.5%) after a water wash (2X200 mL) and drying; HRMS [M + H] calcd, 166.04987; found, 166.04929. |
71% |
With potassium carbonate; In water; toluene; at 5℃; for 1h; |
7-Hvdroxy-2//-benzo[6| |l,41oxazin-3(4H)-one (2)K2CO3 (25Og, 1.8 mol, 4 eq) was dissolved in water (1 100 mL) in a 3 L round bottomed flask, vacuum degassed 3 times, then cooled to 0 to 5C. 4-Amino resorcinol HCl (73 g, 0.45 mol, 1 eq) was added though a strong nitrogen purge, and the blue solution was again degassed 3x. Choroacetyl chloride (45 mL, 64 g, 0.57 mol, 1.25 eq) was dissolved in toluene (225 mL), and was added over Ih maintaining the temperature below 5 C. the ice bath was removed, and the mixture (biphasic with suspended crystalline product) was stirred overnight. The intermediate 2 was then isolated via filtration giving 53g (71%) after a water wash (550 mL) and drying. |
- 3
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[ 27684-84-0 ]
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[ 67193-97-9 ]
- 4
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[ 321436-06-0 ]
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[ 67193-97-9 ]
- 5
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[ 1219130-57-0 ]
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[ 67193-97-9 ]
Yield | Reaction Conditions | Operation in experiment |
89% |
With water; dihydrogen peroxide; acetic acid at 20℃; for 5h; |
|
Reference:
[1]Lv, Yongcong; Li, Mengyuan; Cao, Sufen; Tong, Linjiang; Peng, Ting; Wei, Lixin; Xie, Hua; Ding, Jian; Duan, Wenhu
[MedChemComm, 2015, vol. 6, # 7, p. 1375 - 1380]