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Chemical Structure| 2941-78-8

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Product Details of 2-Amino-5-methylbenzoic acid

CAS No. :2941-78-8
Formula : C8H9NO2
M.W : 151.16
SMILES Code : C1=C(C)C=CC(=C1C(O)=O)N
MDL No. :MFCD00007909
InChI Key :NBUUUJWWOARGNW-UHFFFAOYSA-N
Pubchem ID :76255

Safety of 2-Amino-5-methylbenzoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2-Amino-5-methylbenzoic acid

* 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.

  • Downstream synthetic route of [ 2941-78-8 ]

[ 2941-78-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 2941-78-8 ]
  • [ 6967-82-4 ]
YieldReaction ConditionsOperation in experiment
56% With copper(ll) sulfate pentahydrate; hydrogen bromide; copper; sodium bromide; sodium nitrite; In water; at 100℃; CuSO4·5H2O (2.82 g, 11.3 mmol), NaBr(2.31 g, 22.4 mmol), and Cu turnings (1.50 g, 23.6 mmol) were boiled in 15 mL 47%-HBruntil the solution was colorless. 5-Methylanthranilic acid (5.00 g, 33.1 mmol) wasdissolved in 11.3 mL 47% aq HBr and 28 mL H2O under heating. This solution was addedat 100C to the CuBr solution. The reaction mixture was kept at 90-95 C and NaNO2(4.53 g, 65.7 mmol) in 25 mL H2O was slowly added under stirring. The precipitating acidwas filtered off with suction, washed with 10% aq HBr and re-precipitated from an alkalinesolution with conc. HCl. The crude acid was 3× recrystallized from H2O by use of charcoalto yield 4.00 g (18.6 mmol, 56%) white crystals, m. p. 137-139C (lit.10: 137.6-139C).IR: nu = 2923, 1703 (C O), 1590, 1436, 1302, 1260, 1215, 1031, 922, 817. 1H NMR: delta= 2.36 (s, 3H, CH3), 7.19 (dd, 1H, J = 2.5/8.1 Hz, 4-H), 7.57 (d, 1H, J = 8.1 Hz, 3-H),7.81 (d, 1H, J = 2.0 Hz, 6-H). 13CNMR: delta = 20.74 (CH3), 119.18, 130.04 (Cq, ar), 133.01,134.45, 134.61 (CHar), 137.42 (Cq, ar), 171.51 (C O).MS: m/z (%) = 216 (93) [M]+, 214(100) [M]+, 199 (58) [M - OH]+, 197 (56) [M - OH]+, 171 (29) [M - CO2H]+, 169 (36)[M - CO2H]+, 135 (55) [M - Br]+, 91 (48) [C7H7]+, 90 (68), 89 (64), 77 (37), 63 (40).C8H7BrO2 (215.05): calcd. C 44.68, H 3.28, Br 37.16; found C 44.67, H 3.26, Br 37.01.
  • 2
  • [ 2941-78-8 ]
  • [ 124289-21-0 ]
  • 3
  • [ 2941-78-8 ]
  • [ 58530-13-5 ]
 

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