Dichloromethane → HCID 9806949, compound

HRID 1884335Notes

Reaction equation

HRID 1884335 reaction equation
[C:1]1([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:2]([C:7]([NH:9][C:10]2[CH:30]=[CH:29][C:13]([C:14]([N:16]3[C:27]4[C:28]5[C:20](=[CH:21][NH:22][C:23]=5[CH:24]=[CH:25][CH:26]=4)[CH2:19][CH2:18][CH2:17]3)=[O:15])=[CH:12][CH:11]=2)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.[Cl-].C[CH:39]=[N+:40]=[CH:41]C.[CH2:43](Cl)Cl>O>[C:1]1([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:2]([C:7]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:14]([N:16]3[C:27]4[C:28]5[C:20](=[C:21]([CH2:39][N:40]([CH3:41])[CH3:43])[NH:22][C:23]=5[CH:24]=[CH:25][CH:26]=4)[CH2:19][CH2:18][CH2:17]3)=[O:15])=[CH:29][CH:30]=2)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 9826033HCID 9826033, compoundHCID 21873455N,N-dimethylmethylene ammonium chloride

Product 1

HCID 9806949HCID 9806949, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 10 (0.10 g, 0.2 mmol), N, N-dimethylmethyleneammonium chloride (0.10 g, 5.3 eq) and CH2Cl2 (25 mL) was stirred under argon for about 2 h and diluted with water (5 mL). The layers were separated and the organic layer was washed with water (5 mL), dried (sodium sulfate) and evaporated to give 17 (clear glass). 1H NMR (DMSO-d6) 2.1 (m, 2 H), 2.22 (s, 6 H), 3.0 (m, 2 H), 3.3 (m, 1 H), 4.0 (m, 1 H), 4.79 (s, 2 H), 6.2 (d, J=7, 1 H), 6.8 (t, J=7, 1 (d, J=8, 2 H), 7.2-7.6 (m, 13 H), 10.31 (s, 1 H). MS m/e 529.65 (MH+).

Workup

  1. customThe layers were separated
  2. washthe organic layer was washed with water (5 mL)
  3. dry with materialdried (sodium sulfate)
  4. customevaporated

Sources & evidence

ORD record
ord-2dd064c8f8bd40418d1803e7a01b1f5e
Source dataset
uspto-grants-2004_07
Patent number
US06765004B1

Reaction notes

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