75676-72-1|2-Chloro-4-iodoanisole| Ambeed

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Quality Control of [ 75676-72-1 ] Purity: 95% SDS Specification

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Product Details of [ 75676-72-1 ]

CAS No. :	75676-72-1
Formula :	C₇H₆ClIO
M.W :	268.48
SMILES Code :	COC1=CC=C(I)C=C1Cl
MDL No. :	MFCD15527196
Boiling Point :	No data available
InChI Key :	XJMLPDPXMJKTCH-UHFFFAOYSA-N
Pubchem ID :	11184750

Safety of [ 75676-72-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of [ 75676-72-1 ]

* 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 [ 75676-72-1 ]

[ 75676-72-1 ] Synthesis Path-Downstream 1~35

1
[ 31599-50-5 ]
[ 75676-72-1 ]

References: [1]Journal of the Chemical Society,1931,p. 1103,1108.
[2]Journal of the Chemical Society,1931,p. 1103,1108.

2
[ 75676-72-1 ]
[ 31599-54-9 ]

References: [1]Journal of the Chemical Society,1931,p. 1103,1108.
[2]Journal of Organic Chemistry USSR (English Translation),1968,vol. 4,p. 1755 - 1758.
Zhurnal Organicheskoi Khimii,1968,vol. 4,p. 1818 - 1822.

3
[ 116130-33-7 ]
[ 77-78-1 ]
[ 75676-72-1 ]

References: [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 283 - 290.
[2]Journal of the Chemical Society,1931,p. 1103,1108.
[3]Journal of Organic Chemistry USSR (English Translation),1968,vol. 4,p. 1755 - 1758.
Zhurnal Organicheskoi Khimii,1968,vol. 4,p. 1818 - 1822.

4
[ 120-72-9 ]
[ 75676-72-1 ]
1-(3-Chloro-4-hydroxyphenyl)indole [ No CAS ]
[ 118575-83-0 ]

References: [1]Journal of Medicinal Chemistry,1989,vol. 32,p. 437 - 444.
[2]Journal of Medicinal Chemistry,1989,vol. 32,p. 437 - 444.

5
[ 75676-72-1 ]
[ 141210-63-1 ]
1-(3-Chloro-4-methoxy-phenyl)-3-[1-dimethylamino-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one [ No CAS ]

References: [1]Journal of Medicinal Chemistry,1989,vol. 32,p. 437 - 444.

6
[ 75676-71-0 ]
[ 75676-72-1 ]

References: [1]Synthesis,1980,p. 572 - 573.

8
[ 77758-51-1 ]
[ 75676-72-1 ]
[ 414861-73-7 ]

References: [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 283 - 290.

9
[ 75676-72-1 ]
[ 414861-73-7 ]
(E)-5,6-Bis-(3-chloro-4-methoxy-phenyl)-hex-5-enoic acid methyl ester [ No CAS ]
6,6-bis-(3-chloro-4-methoxy-phenyl)-hex-5-enoic acid methyl ester [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 283 - 290.

10
[ 766-51-8 ]
[ 75676-72-1 ]

Yield	Reaction Conditions	Operation in experiment
95%Chromat.	With iodine; nitrosonium tetrafluoroborate; In acetonitrile; at 30℃; for 5h;Sealed tube;	0.5 mmol of 2-chloroanisole, 0.25 mmol of I2, 1.5 mL of acetonitrile solution of nitrosonium tetrafluoroborate (1.5 mL of solution containing 0.1 mmol of nitrosonium tetrafluoroborate) was added to the reaction tube of about 45 mL, and the reaction mixture was sealed Tube at a controlled temperature of 30 C and reacted under magnetic stirring for 5 hours, followed by cooling the reaction system to room temperature. The reaction mixture was purified by column chromatography to give 3-chloro-4-methoxyiodobenzene with a GC internal standard yield of 95%. The structure of the product was determined using 1H-NMR and 13C-NMR, see Figure 9-10.

References: [1]Synthetic Communications,2005,vol. 35,p. 1313 - 1318.
[2]Tetrahedron Letters,2002,vol. 43,p. 9457 - 9459.
[3]Advanced Synthesis and Catalysis,2019,vol. 361,p. 3998 - 4004.
[4]Patent: CN104230682,2016,B .Location in patent: Paragraph 0049; 0050.

11
[ 75676-72-1 ]
[ 30220-23-6 ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1968,vol. 4,p. 1755 - 1758.
Zhurnal Organicheskoi Khimii,1968,vol. 4,p. 1818 - 1822.

12
[ 75676-72-1 ]
[ 23383-04-2 ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1968,vol. 4,p. 1755 - 1758.
Zhurnal Organicheskoi Khimii,1968,vol. 4,p. 1818 - 1822.

13
[ 75676-72-1 ]
[ 21134-11-2 ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1968,vol. 4,p. 1755 - 1758.
Zhurnal Organicheskoi Khimii,1968,vol. 4,p. 1818 - 1822.

14
[ 95-57-8 ]
[ 75676-72-1 ]

References: [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 283 - 290.

15
[ 75676-72-1 ]
(E)-5,6-Bis-(3-chloro-4-methoxy-phenyl)-hex-5-enoic acid methyl ester [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 283 - 290.

16
[ 75676-72-1 ]
6,6-bis-(3-chloro-4-methoxy-phenyl)-hex-5-enoic acid methyl ester [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 283 - 290.

17
[ 75676-72-1 ]
[ 91505-68-9 ]

References: [1]Journal of Medicinal Chemistry,1989,vol. 32,p. 437 - 444.

18
[ 75676-72-1 ]
1-(3-Chloro-4-methoxy-phenyl)-3-[1-dimethylamino-eth-(Z)-ylidene]-1,3-dihydro-indol-2-one [ No CAS ]

References: [1]Journal of Medicinal Chemistry,1989,vol. 32,p. 437 - 444.

19
[ 75676-72-1 ]
1-(3-Chloro-4-methoxy-phenyl)-3-[1-methyl-pyrrolidin-(2Z)-ylidene]-1,3-dihydro-indol-2-one [ No CAS ]

References: [1]Journal of Medicinal Chemistry,1989,vol. 32,p. 437 - 444.

20
[ 5345-54-0 ]
[ 75676-72-1 ]

References: [1]Synlett,2012,vol. 23,p. 1205 - 1208.
[2]Tetrahedron Letters,2009,vol. 50,p. 7263 - 7267.
[3]Synthesis,1980,p. 572 - 573.
[4]Chemistry - A European Journal,2016,vol. 22,p. 17407 - 17415.

21
[ 75676-72-1 ]
[ 71742-42-2 ]

References: [1]Journal of the Chemical Society,1931,p. 1103,1108.

22
[ 75676-72-1 ]
2,6-dichloro-4-dichloroiodanyl-anisole [ No CAS ]

References: [1]Journal of the Chemical Society,1931,p. 1103,1108.

23
[ 1504-58-1 ]
[ 75676-72-1 ]
[ 881195-03-5 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 20 - 80℃; for 12h;	To a stirring mixture of 3-chloro-4-methoxyiodobenzene (0.3 g, 1.1 mmol),(PPh3)2PdCl2 (31 mg, 0.044 mmol), triethylamine (1.2 mL, 8.9 mmol) in dimethylformamide (3 mL) was added to phenylethynylcarbinol (O.29 g, 2.2 mmol) at temperature in the range of 20-400C under nitrogen atmosphere. The mixture was then stirred at 8O0C for 12 hours. After cooling the mixture to temperature in the range of20-400C it was diluted with water (15 mL) and extracted with ethyl acetate (3 x 25 mL). The organic layers were collected, combined, washed with, water (2 x 5 mL), dried over anhydrous sodium sulphate, and concentrated to give the desired compound.1H NMR (200 MHz, DMSO-J15): δ 7.61-7.31 (m, 7H), 6.85 (d, J = 8.7 Hz, IH), 5.66 (d, J= 4.2 Hz, IH), 3.90 (s, 3H). IR (KBr, cm"1): 3377, 2226, 1598. MS: m/z (CI) 272 (M+, 100%).

References: [1]Patent: WO2006/34473,2006,A2 .Location in patent: Page/Page column 216-217.

24
[ 120-72-9 ]
Cu₂ Br₂ [ No CAS ]
[ 75676-72-1 ]
[ 584-08-7 ]
[ 118575-83-0 ]

Yield	Reaction Conditions	Operation in experiment
	In 1-methyl-pyrrolidin-2-one;	PREPARATION C44 1-(3-Chloro-4-methoxyphenyl)indole Indole (14 g, 0.120 mole), o-chloro-p-iodoanisole (34 g, 0.127 mole), K2 CO3 (18 g, 0.13 mole) and Cu2 Br2 (1.0 g) were heated in 200 ml N-methylpyrrolidone at 200 for 24 hours. Crude product was isolated as an oil (27.8 g) as in the preceding preparation then distilled (11.0 g, b.p. 169-196/0.3 mm) and finally chromatographed on silica gel with 1:1 CH2 Cl2:ethyl acetate as eluant, yielding purified title product as the faster moving component as a viscous oil, 5.23 g; pnmr/CDCl3 /delta/TMS: 3.9 (s), 6.6 (d), 6.8-7.7 (m); m/e 259/257

References: [1]Patent: US4476307,1984,A .

25
[ 696-62-8 ]
[ 31599-50-5 ]
[ 75676-72-1 ]

References: [1]Molecules,2010,vol. 15,p. 2857 - 2871.
[2]Molecules,2010,vol. 15,p. 2857 - 2871.

26
[ 696-62-8 ]
[ 75676-72-1 ]

Yield	Reaction Conditions	Operation in experiment
89%	With 2,4,6-tris[(4-dichloroiodo)phenoxy]-1,3,5-triazine; In dichloromethane; at 20℃; for 4h;	General procedure: Reagent 8 (0.5 mmol) was added to a stirred solution of the appropiate activated arene (1 mmol) in CH2Cl2 (3 mL). The reaction mixture was stirred at r.t. for the period of timegiven in Table 1, and progress of reaction was monitored byTLC. When the substrate was consumed, the CH2Cl2 was evaporated under reduced pressure. MeOH was added to the reaction mass, and the white precipitate was isolated by filtration. The residue was washed several times with small aliquote of MeOH and air-dried to recover 2,4,6-tris(4-iodophenoxy)-1,3,5-triazine in 93% yield. The filtrate was concentrated in vacuo to afford the crude product which was purified by column chromatography on silica gel using PE-EtOAc (9:1) as eluent to give the chlorinated product in excellent purity.
80%	With pyridine; In dichloromethane; at 20℃; for 3h;	To a solution of 4-iodoanisole 9 (0.047 g, 0.2 mmol) and pyridine (0.026 mL, 0.3 mmol)in CH2Cl2 (2 mL) was added PS-DICB 2 (0.223 g, 0.3 mmol) at room temperature, and magnetically stirred until 9 was consumed (monitored by TLC). The reaction mixture was diluted with CH2Cl2 (3 mL), washed with brine (3 mL), saturated aqueous Na2S2O3(3 mL), brine (3 mL) and dried over Na2SO4. Then the resulting mixture was concentrated to about 0.5 mL on a rotary evaporator and Et2O (5 mL) was added to precipitate PS-IB, which was filtered, washed with Et2O (3 x 1 mL) and collected for reuse. The filtrate was evaporated to give 10(3) as an off-white solid (0.043 g, 80%)

References: [1]Synlett,2013,vol. 24,p. 2061 - 2066.
[2]Molecules,2010,vol. 15,p. 2857 - 2871.
[3]Tetrahedron Letters,2011,vol. 52,p. 1952 - 1955.
[4]European Journal of Organic Chemistry,2018,vol. 2018,p. 4400 - 4406.

27
[ 99-92-3 ]
[ 75676-72-1 ]