Chloroacetyl chloride → HCID 178520799, compound

HRID 1695673Notes

Reaction equation

[O:1]([CH2:8][CH2:9][NH:10][C:11]1[O:12][CH2:13][C:14]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:15]=2[N:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:22][CH2:23][C:24](Cl)=[O:25]>>[Cl:22][CH2:23][C:24]([NH:21][C:19]1[CH:18]=[CH:17][C:15]2[N:16]=[C:11]([NH:10][CH2:9][CH2:8][O:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[O:12][CH2:13][C:14]=2[CH:20]=1)=[O:25]

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 178507254HCID 178507254, compound

Product 1

HCID 178520799HCID 178520799, compoundYield 81.3%

Procedure

Prepared from N2-(2-phenoxy-ethyl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 87) (591 mg, 2.0 mmol) and chloroacetyl chloride (167 ul, 2.1 mmol) according to the procedure described for Example 3 step A. Obtained the title compound as an off-white solid (585 mg, 81%), MS (ISP) m/e=360.1 [(M+H)+] and 362 [(M+2+H)+].

Sources & evidence

ORD record: ord-c865e1dc0572493197d5c045b418bf13
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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