27311-65-5|1-(Chloromethyl)isoquinoline| Ambeed

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Quality Control of [ 27311-65-5 ] Purity: 95% SDS Specification

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Product Details of [ 27311-65-5 ]

CAS No. :	27311-65-5
Formula :	C₁₀H₈ClN
M.W :	177.63
SMILES Code :	ClCC1=NC=CC2=C1C=CC=C2
MDL No. :	MFCD09701302
InChI Key :	LSNWNTHKHQTQMT-UHFFFAOYSA-N
Pubchem ID :	13221031

Safety of [ 27311-65-5 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H301-H311-H314-H331
Precautionary Statements:	P260-P264-P270-P271-P280-P301+P310-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P311-P312-P321-P322-P330-P361-P363-P403+P233-P405-P501
Class:	6.1(8)
UN#:	2928
Packing Group:	Ⅱ

Application In Synthesis of [ 27311-65-5 ]

* 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 [ 27311-65-5 ]

[ 27311-65-5 ] Synthesis Path-Downstream 1~34

1
[ 1721-93-3 ]
[ 27311-65-5 ]
[ 88237-16-5 ]

References: [1]Synthesis,1984,p. 676 - 679.

2
[ 533-75-5 ]
[ 27311-65-5 ]
2-(isoquinolin-1-ylmethoxy)-cyclohepta-2,4,6-trienone [ No CAS ]

References: [1]Synthesis,1999,p. 1149 - 1154.

3
[ 1721-93-3 ]
[ 27311-65-5 ]

References: [1]Organic and Biomolecular Chemistry,2019,vol. 17,p. 3403 - 3408.
[2]Journal of Medicinal Chemistry,2005,vol. 48,p. 1367 - 1383.

4
[ 27311-65-5 ]
[ 202931-74-6 ]
3-phenyl-6-(isoquinolin-1-yl)methyloxy-7,8,9,10-tetrahydro-(7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazine [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 1367 - 1383.

5
[ 7283-41-2 ]
[ 27311-65-5 ]
S-(1-isoquinolyl-methyl)-2-mercapto-benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 17 Following the procedure described in Example 16 but starting from 1.8 g. of <strong>[27311-65-5]1-chloromethyl-isoquinoline</strong> and 1.54 g. of thiosalicylic acid, 1.1 g. of S-(1-isoquinolyl-methyl)-2-mercapto-benzoic acid are obtained, melting at 170 to 172 C. Analysis for C17 H13 NO2 S (295.35): calculated: S, 10.86%. found: S, 10.50%.

References: [1]Patent: US4373104,1983,A .

6
[ 27311-63-3 ]
[ 27311-65-5 ]

Yield	Reaction Conditions	Operation in experiment
90%		Preparation of 1-chloromethyl-isoquinoline 1g; An excess of thionyl chloride (1.8 mL; 25 mmol) was dropwise added to a stirred ice-cold solution of 1-hydroxymethyl-isoquinoline 1f (2.0 g; 12.6 mmol) in CHCl3 during 30 min. The reaction medium was poured into an ice (100 g)-water (50 mL)-NH4OH (10 mL) mixture and then stirred during 20 min. The organic layer was collected, dried over anhydrous MgSO4 and evaporated under reduced pressure. The resulting oil was purified by flash chromatography (Me2CO) to afford a white solid (2 g); yield, 90%1H-NMR (CDCl3) δ 5.18 (s, 2H), 7.68-7.76 (m, 3H), 7.88 (d, 1H, J=8.1 Hz), 8.27 (d, 1H, J=7.8 Hz), 8.49 (d, 1H, J=5.7 Hz)

References: [1]Patent: US2009/93517,2009,A1 .Location in patent: Page/Page column 7-8.

7
[ 27311-63-3 ]
[ 27311-65-5 ]
[ 950853-47-1 ]

Yield	Reaction Conditions	Operation in experiment
68%	With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 2h;	Preparation of 1,1'-bis(1-isoquinolyl)-dimethylether 2v; A solution of 1-hydroxymethyl-isoquinoline 1f (0.62 g; 3.9 mmol) and <strong>[27311-65-5]1-chloromethyl-isoquinoline</strong> 1 g (0.7 g; 3.9 mmol) in DMF (15 mL) was added dropwise to a stirred suspension of sodium hydride (0.16 g; 3.9 mmol) in DMF (15 mL) at room temperature. The reaction medium was stirred for 2 h and poured into water (200 mL). The aqueous solution was extracted with CHCl2 (3×50 ml). The organic layers were dried over anhydrous MgSO4 and evaporated under reduced pressure to afford oil. This oil was purified by flash chromatography (Me2CO) to afford a cream solid (0.8 g); yield 68%1H-NMR (CDCl3) δ 5.40 (s, 4H), 7.58 (t, 2H, J=7.6 Hz), 7.68 (d, 2H, J=5.8 Hz), 7.72 (t, 2H, J=7.6 Hz), 7.85 (d, 2H, J=8.2 Hz), 8.33 (d, 2H, J=8.4 Hz), 8.50 (d, 2H, J=5.8 Hz)

References: [1]Patent: US2009/93517,2009,A1 .Location in patent: Page/Page column 10.

8
[ 27311-65-5 ]
[ 1355450-12-2 ]

References: [1]Inorganic Chemistry,2012,vol. 51,p. 1859 - 1865.

9
[ 27311-65-5 ]
[ 40615-08-5 ]

References: [1]Inorganic Chemistry,2012,vol. 51,p. 1859 - 1865.

10
[ 27311-65-5 ]
[ 40615-08-5 ]
[ 1355450-12-2 ]

References: [1]Inorganic Chemistry,2012,vol. 51,p. 1859 - 1865.

11
[ 27311-65-5 ]
[ 1074-82-4 ]
[ 1355450-11-1 ]

References: [1]Inorganic Chemistry,2012,vol. 51,p. 1859 - 1865.

12
[ 27311-65-5 ]
[ 616-29-5 ]
[ 1453102-44-7 ]

References: [1]Inorganic Chemistry,2013,vol. 52,p. 10223 - 10225.

13
trans-1,2-Diaminocyclohexane [ No CAS ]
[ 27311-65-5 ]
N,N,N′,N′-tetrakis(1-isoquinolylmethyl)-trans-1,2-cyclohexanediamine [ No CAS ]

References: [1]Dalton Transactions,2013,vol. 42,p. 9688 - 9698.

14
[ 67-66-3 ]
[ 27311-65-5 ]
[ 4730-54-5 ]
N,N′,N″-Tris(1-isoquinolylmethyl)-1,4,7-triazacyclononane*0.4CHCl3 [ No CAS ]

References: [1]Dalton Transactions,2014,vol. 43,p. 1684 - 1690.

15
[ 27311-65-5 ]
N,N′,N″-tris(1-isoquinolylmethyl)-1,4,7-triazacyclononanezinc(II) perchlorate [ No CAS ]

References: [1]Dalton Transactions,2014,vol. 43,p. 1684 - 1690.

16
[ 57260-73-8 ]
[ 27311-65-5 ]
[ 1615717-14-0 ]