[ CAS No. 7160-22-7 ]

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CAS No. 7160-22-7, is an aryls compound, with a molecular weight of 246.13, molecular formula C11H13Cl2NO, Ambeed provides reports for batches of (such as NMR, HPLC/GC).

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Product Details

CAS No. :7160-22-7MDL No. :MFCD00043462
Formula :C11H13Cl2NOInChI Key :WMFDYXPRRHDSQS-UHFFFAOYSA-N
M.W :246.13Pubchem ID :138949
Boiling Point :377.1°C at 760 mmHg
Synonyms :

Computed Properties

TPSA : 29.1 H-Bond Acceptor Count : 1
XLogP3 : - H-Bond Donor Count : 1
SP3 : 0.36 Rotatable Bond Count : 2

Safety

Signal Word:WarningClassN/A
Precautionary Statements:P280-P305+P351+P338UN#:N/A
Hazard Statements:H302Packing Group:N/A
GHS Pictogram:

Application In Synthesis

[ 7160-22-7 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 3282-30-2 ]
  • [ 95-76-1 ]
  • [ 7160-22-7 ]
YieldReaction ConditionsOperation in experiment
86% With aq NaOH In methanol; water Preparation of N-(3,4-dichlorophenyl)2,2-dimethyl-propionamide.
3,4-dichloroaniline (150 g) in TBME (1L) was cooled to 10-15° C. 30percent aq NaOH (141 g, 1.14 equiv) was added, and the solution stirred vigorously via overhead mechanical stirrer., Trimethylacetyl chloride ("PivCl", 126 mL) was added at such a rate as to keep the internal temperature below 30° C.
During this addition, the solution mixture becomes thick with white solid product.
When the addition was complete (10-15 min), the mixture was heated to 30-35° C. for 1 hr, and then allowed to cool.
The reaction mixture was held at -5° C. (overnight), and then filtered, rinsing first with 90:10 water/MeOH (600 mL) and then water (900 mL).
Drying under vacuum yielded 195 g (86percent) product, as off-white crystals. LCMS m/z 246(M-H)+.
86% With aq NaOH In methanol; water Preparation of N-(3,4-dichlorophenyl)-2,2-dimethyl-propionamide
3,4dichloroaniline (150 g) in TBME (1L) was cooled to 10-15° C. 30percent aq NaOH (141 g, 1.14 equiv) was added, and the solution stirred vigorously via overhead mechanical stirrer.
Trimethylacetyl chloride ("PivCl", 126 mL) was added at such a rate as to keep the internal temperature below 30° C.
During this addition, the solution mixture becomes thick with white solid product.
When the addition was complete (10-15 min), the mixture was heated to 30-35° C. for 1 hr, and then allowed to cool.
The reaction mixture was held at -5° C. (overnight), and then filtered, rinsing first with 90:10 water/MeOH (600 mL) and then water (900 mL).
Drying under vacuum yielded 195 g (86percent) product, as off-white crystals. LCMS m/z 246(M-H)+.
86% With aq NaOH In methanol; water f
N-(3,4-Dichloro-phenyl)-2,2-dimethyl-propionamide
3,4-dichloroaniline (150 g) in TBME (1L) was cooled to 10-15 ° C. 30percent aq NaOH (141 g, 1.14 equiv) was added, and the solution stirred vigorously via overhead mechanical stirrer.
Trimethylacetyl chloride ("PivCl", 126 mL) was added at such a rate as to keep the internal temperature below 30° C.
During this addition, the solution mixture becomes thick with white solid product.
When the addition was complete (10-15 min), the mixture was heated to 30-35° C. for 1 hr, and then allowed to cool.
The reaction mixture was held at -5 ° C. (overnight), and then filtered, rinsing first with 90:10 water/MeOH (600 mL) and then water (900 mL).
Drying under vacuum yielded 195 g (86percent) product, as off-white crystals. LCMS m/z 246(M-H)+.
86% With aq NaOH In methanol; water N-(3,4-Dichloro-phenyl)-2,2-dimethyl-propionamide
3,4-dichloroaniline (150 g) in TBME (1L) was cooled to 10-15 ° C. 30percent aq NaOH (141 g, 1.14 equiv) was added, and the solution stirred vigorously via overhead mechanical stirrer.
Trimethylacetyl chloride ("PivCl", 126 mL) was added at such a rate as to keep the internal temperature below 30° C.
During this addition, the solution mixture becomes thick with white solid product.
When the addition was complete (10-15 min), the mixture was heated to 30-35° C. for 1 hr, and then allowed to cool.
The reaction mixture was held at -5° C. (overnight), and then filtered, rinsing first with 90:10 water/MeOH (600 mL) and then water (900 mL).
Drying under vacuum yielded 195 g (86percent) product, as off-white crystals. LCMS m/z 246(M-H)+.

Reference: [1] Patent: US2003/216375, 2003, A1
[2] Patent: US2003/50298, 2003, A1
[3] Patent: US2003/55286, 2003, A1
[4] Patent: US2003/216375, 2003, A1
[5] Patent: US2004/48897, 2004, A1
[6] Patent: US2007/249672, 2007, A1. Location in patent: Page/Page column 9
[7] Patent: WO2009/39091, 2009, A1. Location in patent: Page/Page column 15-16
[8] Tetrahedron Letters, 2017, vol. 58, # 1, p. 1 - 4
[9] Green Chemistry, 2017, vol. 19, # 9, p. 2111 - 2117
[10] Patent: WO2007/150015, 2007, A2. Location in patent: Page/Page column 9
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