No renderable structure data available
COC1=C(C=C(C=C1)CCC(=O)Cl)OCChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-(3,4-dimethoxyphenyl)propanoyl chloride |
|---|---|
| IUPAC Name | — |
| CAS Number | 51842-87-6 |
| Database ID | 15620702 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-(3,4-dimethoxyphenyl)propanoyl chloride (CAS 51842-87-6) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 15620702
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
9 reactions · 9 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-30d3655f006e4e3ead779778c4dad236Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg; 1 mmol), TEA (0.153 ml; 1.1 mmol), 3,4-dimethoxyphenylpropionylchloride (228 mg, 1.1 mmol) and Lawesson's reagent (606 mg; 1.5 mmol) as described in method 1; yield: 0.017 g (4.6%); MS m/z: 367.2 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.00 (t, 2H, 3J=7.5 Hz); 3.40 (t, 2H, 3J=7.5 Hz); 3.68 (s, 3H); 3.70 (s, 3H); 6.75-6.77 (m, 1H); 6.81-6.83 (m, 1H); 6.89 (br s, 1H); 7.67-7.69 (m, 1H); 7.73-7.75 (m, 1H); 8.09 (br s, 1H); 8.34 (s, 1H; HPLC (METHOD [A]): rt 10.82 min (100%) The compound was synthesized rt 10.82 min (100%)
Source ID: ord-06114f56c8e141299854404d4f4136c9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg; 1 mmol), TEA (0.153 ml; 1.1 mmol), 3,4-dimethoxyphenylpropionylchloride (228 mg, 1.1 mmol) and Lawesson's reagent (606 mg; 1.5 mmol) as described in method 1; yield: 0.017 g (4.6%); MS m/z: 367.2 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.00 (t, 2H, 3J=7.5 Hz); 3.40 (t, 2H, 3J=7.5 Hz); 3.68 (s, 3H); 3.70 (s, 3H); 6.75-6.77 (m, 1H); 6.81-6.83 (m, 1H); 6.89 (br s, 1H); 7.67-7.69 (m, 1H); 7.73-7.75 (m, 1H); 8.09 (br s, 1H); 8.34 (s, 1H; HPLC (METHOD [A]): rt 10.82 min (100%) The compound was synthesized rt 10.82 min (100%)
Source ID: ord-06114f56c8e141299854404d4f4136c9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg, 1 mmol), TEA (0.153 ml; 1.1 mmol), 3,4-dimethoxyphenylpropionylchloride (228 mg, 1.1 mmol) and POCl3 (0.5 ml; 5.5 mmol) as described in method 1; yield: 0.019 mg (5.4%); MS m/z: 351.3 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.04 (t, 2H, 3J=7.5 Hz); 3.23 (t, 2H, 3J=7.5 Hz); 3.69 (s, 6H); 6.78 (dd, 1H, 4J=1.7 Hz, 3J=8.3 Hz); 6.84 (d, 1H, 3J=8.3 Hz); 6.90 (d, 1H, 4J=1.7 Hz); 7.76 (d, 1H, 3J=8.3 Hz); 7.83 (dd, 1H, 4J=1.7 Hz, 3J=8.3 Hz); 8.17 (br s, 1H), 8.40 (s, 1H); HPLC (METHOD [A]): rt 10.29 min (94.2%) The compound was synthesized rt 10.29 min (94.2%)
Source ID: ord-701367b8aa064b6cacf68600e54b6556Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A procedure similar to that in Example 4 was used. 5-benzyl-4-(4-methoxy-phenyl)-thiazol-2-ylamine prepared in Example 1 and 3-(3,4-dimethoxy-phenyl)-propionyl chloride prepared in the step 1 were used as starting materials, allowed to react at 35-40° C. for 10 hours, followed by post-treatment to obtain a crude product, which was purified by a silica gel column chromatography eluted with petroleum ether and ethyl acetate (4:1) to obtain a product as a white solid in a yield of 65.0%, mp: 142-143└. 1H-NMR (CDCl3, 400 MHz) δ: 2.12 (2H, t, J=7.72 Hz), 2.74 (2H, t, J=7.72 Hz), 3.80 (6H, s, 2×OCH3), 3.83 (3H, s, OCH3), 4.18 (2H, s, CH2), 6.51 (1H, dd, J=8.16, 1.96 Hz, ArH), 6.56 (1H, d, J=1.96 Hz, ArH), 6.69 (1H, d, J=8.16 Hz, ArH), 6.83 (2H, d, J=8.68 Hz, ArH), 7.21˜7.33 (5H, m, ArH), 7.42 (2H, d, J=8.68 Hz, ArH), 11.05 (1H, br, CONH); EI-MS m/e (%): 488.1 (M+, 66), 296.0 (100); HREI-MS Calcd. for C28H28N2O4S: 488.1770. found: 488.1764. Anal. Calcd. for C28H28N2O4S: C, 68.83; H, 5.78; N, 5.73. found: C, 68.69; H, 5.67; N, 6.09. to react at 35-40° C. for 10 hours to obtain a crude product, which was purified by a silica gel column chromatography eluted with petroleum ether and ethyl acetate (4:1)
Source ID: ord-68b649457bd64a19a37b1394cdacb7f7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-30d3655f006e4e3ead779778c4dad236Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg; 1 mmol), TEA (0.153 ml; 1.1 mmol), 3,4-dimethoxyphenylpropionylchloride (228 mg, 1.1 mmol) and Lawesson's reagent (606 mg; 1.5 mmol) as described in method 1; yield: 0.017 g (4.6%); MS m/z: 367.2 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.00 (t, 2H, 3J=7.5 Hz); 3.40 (t, 2H, 3J=7.5 Hz); 3.68 (s, 3H); 3.70 (s, 3H); 6.75-6.77 (m, 1H); 6.81-6.83 (m, 1H); 6.89 (br s, 1H); 7.67-7.69 (m, 1H); 7.73-7.75 (m, 1H); 8.09 (br s, 1H); 8.34 (s, 1H; HPLC (METHOD [A]): rt 10.82 min (100%) The compound was synthesized rt 10.82 min (100%)
Source ID: ord-06114f56c8e141299854404d4f4136c9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg, 1 mmol), TEA (0.153 ml; 1.1 mmol), 3,4-dimethoxyphenylpropionylchloride (228 mg, 1.1 mmol) and POCl3 (0.5 ml; 5.5 mmol) as described in method 1; yield: 0.019 mg (5.4%); MS m/z: 351.3 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.04 (t, 2H, 3J=7.5 Hz); 3.23 (t, 2H, 3J=7.5 Hz); 3.69 (s, 6H); 6.78 (dd, 1H, 4J=1.7 Hz, 3J=8.3 Hz); 6.84 (d, 1H, 3J=8.3 Hz); 6.90 (d, 1H, 4J=1.7 Hz); 7.76 (d, 1H, 3J=8.3 Hz); 7.83 (dd, 1H, 4J=1.7 Hz, 3J=8.3 Hz); 8.17 (br s, 1H), 8.40 (s, 1H); HPLC (METHOD [A]): rt 10.29 min (94.2%) The compound was synthesized rt 10.29 min (94.2%)
Source ID: ord-701367b8aa064b6cacf68600e54b6556Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A procedure similar to that in Example 4 was used. 5-benzyl-4-(4-methoxy-phenyl)-thiazol-2-ylamine prepared in Example 1 and 3-(3,4-dimethoxy-phenyl)-propionyl chloride prepared in the step 1 were used as starting materials, allowed to react at 35-40° C. for 10 hours, followed by post-treatment to obtain a crude product, which was purified by a silica gel column chromatography eluted with petroleum ether and ethyl acetate (4:1) to obtain a product as a white solid in a yield of 65.0%, mp: 142-143└. 1H-NMR (CDCl3, 400 MHz) δ: 2.12 (2H, t, J=7.72 Hz), 2.74 (2H, t, J=7.72 Hz), 3.80 (6H, s, 2×OCH3), 3.83 (3H, s, OCH3), 4.18 (2H, s, CH2), 6.51 (1H, dd, J=8.16, 1.96 Hz, ArH), 6.56 (1H, d, J=1.96 Hz, ArH), 6.69 (1H, d, J=8.16 Hz, ArH), 6.83 (2H, d, J=8.68 Hz, ArH), 7.21˜7.33 (5H, m, ArH), 7.42 (2H, d, J=8.68 Hz, ArH), 11.05 (1H, br, CONH); EI-MS m/e (%): 488.1 (M+, 66), 296.0 (100); HREI-MS Calcd. for C28H28N2O4S: 488.1770. found: 488.1764. Anal. Calcd. for C28H28N2O4S: C, 68.83; H, 5.78; N, 5.73. found: C, 68.69; H, 5.67; N, 6.09. to react at 35-40° C. for 10 hours to obtain a crude product, which was purified by a silica gel column chromatography eluted with petroleum ether and ethyl acetate (4:1)
Source ID: ord-68b649457bd64a19a37b1394cdacb7f7PubChem References
These sources are listed in the compound's public database record.
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